Synthesis of lactones using substituted benzoic anhydride as a coupling reagent.

Synthesis of lactones using substituted benzoic anhydride as a coupling reagent. Research Abstract Details 

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Synthesis of lactones using substituted benzoic anhydride as a coupling reagent. Abstract Text:

Isamu Shiina,Hiroki Fukui,Akane Sasaki,Isamu Shiina,Hiroki Fukui,Akane Sasaki,Isamu Shiina,Hiroki Fukui,Akane Sasaki,

This protocol describes a procedure for the synthesis of a 29-membered macrolactone. The facile mixed-anhydride method is very effective for the preparation of carboxylic esters and lactones using substituted benzoic anhydrides by the promotion of Lewis acid or basic catalysts under mild reaction conditions. Owing to the reaction rapidly proceeding to produce the monomeric compounds with high chemoselectivity, the protocol is quite powerful for the synthesis of not only the giant-sized lactones but also the highly strained cyclic compounds such as medium-sized lactones. The remarkable efficiency of the lactonizations promoted by the substituted benzoic anhydrides has been already shown in the synthesis of many natural complex molecules. It takes approximately 19 h to complete the protocol: 0.5 h to set up the reaction, 13.5 h for the reaction and 5 h for isolation and purification.

Synthesis of lactones using substituted benzoic anhydride as a coupling reagent. Publishing Authors By Initials

I Shiina,H Fukui,A Sasaki,I Shiina,H Fukui,A Sasaki,I Shiina,H Fukui,A Sasaki,

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Synthesis of lactones using substituted benzoic anhydride as a coupling reagent. Journal Published:

PUBLICATION TYPE: Research Support, Non-U.S. Gov

Journal: Nature protocols

VOLUME: 2

Page Numbers: 2312-7

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ISSN: 1750-2799

DAY: 19

MONTH: 10

YEAR: 2007

Synthesis of lactones using substituted benzoic anhydride as a coupling reagent. Information

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LANGUAGE: eng

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Grant and Affiliation Information for Synthesis of lactones using substituted benzoic anhydride as a coupling reagent.

AFFILIATION: Department of Applied Chemistry, Faculty of Science, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Tokyo 162-8601, Japan. shiina@rs.kagu.tus.ac.jp

Country: England

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MEDLINETA: Nat Protoc

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