Question

which is the Mukaiyama reagent?​

Answer 1

Answer:

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First introduced in 1970's, 2-halo-N-alkylpyridinium salts are called the Mukaiyama reagent and used for condensation reactions such as esterification and amide bond formation.

Answer 2

A new application of mukaiyama reagent for the simple conversion of aldehyde and mercaptoacetic acid into the corresponding 1,3-oxathiolan-5-one is described. The transformation can be achieved in DMF rapid and easy access to 1,3-oxathiolan purification.

Example:

The Mukaiyama reagent is widely used for activation of carboxylic acids in the synthesis of carboxylic esters. A recent example deals with the synthesis of N-Boc-glycine and N-Boc-β-alanine esters in the presence of various fatty-acid-derived alcohols.

Teruaki Mukaiyama

The reaction was discovered by Teruaki Mukaiyama (1927–2018) in 1973. “Professor Mukaiyama is best known for developing the Mukaiyama aldol addition. He also achieved a total synthesis of Taxol. He won numerous awards, including the American Chemical Society Award for Creative Work in Synthetic Organic Chemistry in 2006.

Born: 5 January 1927 (age 93 years), Nagano, Japan

Education: Tokyo Institute of Technology

Awards: Person of Cultural Merit

Books: Challenges in Synthetic Organic Chemistry

Notable student: Eiichi Nakamura