Pot-economical total synthesis of prostaglandins via organocatalyst-mediated asymmetric reactions

Author:

Hayashi Yujiro1

Affiliation:

1. Department of Chemistry, Graduate School of Science, Tohoku University , 6-3 Aramaki-Aza Aoba, Aoba-ku, Sendai 980-8578, Japan

Abstract

Abstract Prostaglandins are a family of molecules that possess important biological properties, and some of the analogues are used as medicines. Many synthetic methods have been developed for the efficient synthesis of prostaglandins. In this review, we will describe recent advances in the synthesis of prostaglandins and our endeavors in the effective synthesis of prostaglandins. Our group has developed three [3 + 2] cycloaddition reactions catalyzed by diphenylprolinol silyl ether, affording chiral substituted cyclopentane frameworks with excellent diastereo- and enantioselectivities. By using these cyclopentanes as key intermediates and applying pot reactions, several prostaglandins were synthesized efficiently in a small number of pots.

Funder

JSPS KAKENHI

Publisher

Oxford University Press (OUP)

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