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E.J. Corey
E.J.Coreyx240.jpg
Corey in 2007
Born
Elias James Corey

(1928-07-12) July 12, 1928 (age 96)
Alma mater Massachusetts Institute of Technology (BS, PhD)
Known for
  • Retrosynthetic analysis
  • Synthon
  • Corey–Bakshi–Shibata catalyst
  • Corey–Chaykovsky reaction
  • Corey–Fuchs reaction
  • Corey–Gilman–Ganem oxidation
  • Corey–House synthesis
  • Corey–Itsuno reduction
  • Corey–Kim oxidation
  • Corey–Link reaction
  • Corey–Nicolaou macrolactonization
  • Corey–Peterson olefination
  • Corey–Seebach reaction
  • Corey–Suggs reagent
  • Corey–Winter olefin synthesis
  • LHASA
Awards
  • ACS Award in Pure Chemistry (1960)
  • Ernest Guenther Award (1968)
  • Centenary Medal (1971)
  • Linus Pauling Award (1973)
  • George Ledlie Prize (1973)
  • Arthur C. Cope Award (1976)
  • William H. Nichols Medal (1977)
  • Franklin Medal (1978)
  • Chemical Pioneer Award (1981)
  • Lewis S. Rosenstiel Award (1981)
  • Paul Karrer Gold Medal (1982)
  • Tetrahedron Prize (1983)
  • Willard Gibbs Award (1984)
  • Wolf Prize in Chemistry (1986)
  • National Medal of Science (1988)
  • Japan Prize (1989)
  • Nobel Prize in Chemistry (1990)
  • ForMemRS (1998)
  • Priestley Medal (2004)
Scientific career
Fields Organic chemistry
Institutions University of Illinois at Urbana–Champaign
Harvard University
Thesis The synthesis of N,N-diacylamino acids and analogs of penicillin (1951)
Doctoral advisor John C. Sheehan
Notable students
  • Phil Baran
  • Rajender Leleti
  • Eric Block
  • Dale L. Boger
  • Weston T. Borden
  • David E. Cane
  • Rick L. Danheiser
  • William L. Jorgensen
  • John Katzenellenbogen
  • Alan P. Kozikowski
  • Bruce H. Lipshutz
  • David Liu
  • Gojko Lalic
  • Albert Meyers
  • K. C. Nicolaou
  • Ryōji Noyori
  • Gary H. Posner
  • Bengt I. Samuelsson
  • Dieter Seebach
  • Vinod K. Singh
  • Brian Stoltz
  • Hisashi Yamamoto
  • Ramakanth Sarabu
  • Jin-Quan Yu

Elias James Corey (born July 12, 1928) is an American organic chemist. Organic chemistry is the study of molecules that contain carbon. In 1990, he won the Nobel Prize in Chemistry for his important work on how to build complex molecules. He developed a special way of thinking called "retrosynthetic analysis."

Many people see him as one of the greatest living chemists. He has created many new chemical tools and methods. These have greatly improved how scientists make organic molecules.

Biography

E.J. Corey was born in Methuen, Massachusetts, in 1928. His parents were immigrants. His father passed away when Corey was very young. His mother changed his name to Elias to honor his father. He grew up with his mother, brother, two sisters, aunt, and uncle. They lived together during a tough time called the Great Depression.

Corey was a very independent child. He loved sports like baseball and football. He went to a Catholic elementary school and Lawrence High School.

Education and Career

At just 16 years old, Corey started at MIT (Massachusetts Institute of Technology). He first thought about studying engineering. But after taking a chemistry class in his second year, he fell in love with it. He earned his bachelor's degree in chemistry in 1948. He then stayed at MIT to get his Ph.D. in 1951.

After finishing his studies, Corey became a professor at the University of Illinois at Urbana–Champaign. He was a full professor by age 27! In 1959, he moved to Harvard University. He is now a professor there, still actively doing research. He chose organic chemistry because he found it beautiful and important for human health. He has also advised the pharmaceutical company Pfizer for over 50 years.

Corey has received many awards for his work. These include the National Medal of Science in 1988 and the Nobel Prize in Chemistry in 1990. In 2004, he received the Priestley Medal, which is the highest honor from the American Chemical Society.

Major Contributions to Chemistry

Corey has made huge contributions to organic chemistry. He has developed new chemical tools (called "reagents") and new ways to perform reactions (called "methodologies").

New Chemical Tools (Reagents)

Corey developed several important reagents. A reagent is a substance used to cause a chemical reaction.

  • PCC (Pyridinium Chlorochromate): This is a useful chemical for changing alcohols into other types of organic molecules called ketones and aldehydes. It's easy to use and works well.
PCC mechanism
PCC helps change alcohols into aldehydes or ketones.
  • Protecting Groups: Imagine you're building a complex LEGO model, and you want to work on one part without accidentally changing another. In chemistry, "protecting groups" do something similar. They temporarily cover up a part of a molecule so other reactions can happen without affecting that covered part. Corey developed popular protecting groups like TBS, TIPS, and MEM.
TBS primary deprotection4
An example of how a TBS protecting group can be removed.
Primary TIPS deprotection5
Removing a TIPS protecting group.
MEM Zn deprotection6
Removing a MEM protecting group using a metal.
  • Dithianes: Corey introduced a clever idea called "umpolung" chemistry using dithianes. This means reversing the usual reactivity of a chemical group. It's like making a positive end act like a negative end, which opens up new ways to build molecules.
Dithiane formation7
How dithianes are formed.
1,2-dithiane addition8
The Corey-Seebach reaction uses dithianes to build new carbon bonds.

New Ways to Do Reactions (Methodology)

Many reactions developed in Corey's lab are now commonly used by chemists around the world.

  • Corey-Itsuno (CBS) Reduction: This reaction is used to change ketones into alcohols. What's special about it is that it's "enantioselective." This means it can create one specific mirror-image form of a molecule, which is very important for making medicines.
CBS formation9
How the CBS catalyst is made.
CBS mechanism10
A simplified idea of how the CBS reduction works.
CBS total synthesis11
The CBS reduction was used to make a complex natural product.
  • Corey-Fuchs Alkyne Synthesis: This method helps chemists create molecules with a triple bond between carbon atoms, called alkynes. It's a way to add one carbon atom to an existing molecule.
Corey-fuch reaction12
The Corey-Fuchs reaction creates a triple bond.
Corey-fuch total synthesis13
This reaction was used in making (+)-taylorione.
  • Corey-Kim Oxidation: This is another way to change alcohols into aldehydes and ketones. It's a safer option than some older methods that used toxic chromium.
Corey kim ox14
How the Corey-Kim reagent is formed.
Corey kim ox synthesis example15
The Corey-Kim oxidation was used in making ingenol.
  • Corey-Winter Olefination: This reaction is used to turn specific types of alcohols (1,2-diols) into molecules with double bonds, called alkenes. It's very precise in how it arranges the atoms.
Corey-winter olefination example16
The Corey-Winter olefination was used in making (+)-Boesenoxide.
  • CBS-type Enantioselective Diels-Alder Reaction: The Diels-Alder reaction is a powerful way to build ring structures in molecules. Corey developed a version that is "enantioselective," meaning it creates a specific mirror-image form, similar to the CBS reduction.
Diels alder TS17
A simplified view of the Diels-Alder reaction's transition state.
Diels alder example enantioselective18
This reaction is useful for making six-membered rings in natural products.
  • Corey-Nicolaou Macrolactonization: This method allows chemists to create large ring structures called lactones. Before this method, it was very hard to make these large rings.
Corey-nicolaou macrolactonization19
A simplified mechanism of the Corey-Nicolaou macrolactonization.
Macrolactonization example20
This method was used to make zearalenone.
  • Johnson-Corey-Chaykovsky Reaction: This reaction is used to make special three-membered rings: epoxides (with an oxygen atom) and cyclopropanes (with only carbon atoms).
Corey-chakovsky reaction21
Different versions of the Corey-Chaykovsky reaction can create different products.
Corey-chakovsky example22
This reaction was used in the synthesis of taxol.

Total Syntheses

E. J. Corey and his team have successfully built many complex natural molecules from simpler ones. This process is called "total synthesis." Since 1950, his group has synthesized at least 265 natural compounds.

One of his most famous achievements was the total synthesis of several prostaglandins in 1969. Prostaglandins are important biological molecules in our bodies. Building them was a big challenge because of their complex structure. Corey's special way of thinking, called retrosynthetic analysis, helped him break down the problem into smaller, solvable steps.

Prostaglandin retro23
Corey's retrosynthetic analysis for prostaglandins.
Prostoglandin CBS24
The CBS reduction improved a step in the prostaglandin synthesis.

Other important molecules he and his team have synthesized include:

  • Longifolene
  • Ginkgolides A and B
  • Lactacystin
  • Miroestrol
  • Ecteinascidin 743
  • Salinosporamide A

Computer Programs

Corey and his research group also created a computer program called LHASA. This program uses artificial intelligence (AI) to help chemists figure out the best steps to build complex molecules. It was one of the first programs to let users draw chemical structures on a computer screen.

Publications

E.J. Corey has written more than 1100 scientific papers. In 2002, the American Chemical Society (ACS) recognized him as the "Most Cited Author in Chemistry." This means his work is referenced very often by other scientists.

Corey Group Members

Over the years, about 700 people have worked in Corey's research group. Many of his students have gone on to become famous chemists themselves. Some notable former members include Eric Block, Dale L. Boger, K. C. Nicolaou, and Ryōji Noyori.

Awards and Honors

E.J. Corey has received over 40 major awards. Some of these include:

He has also received 19 honorary degrees from universities around the world, including Oxford and Cambridge. In 2013, a research institute called the E.J. Corey Institute of Biomedical Research (CIBR) opened in China, named in his honor.

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