Mini-Reviews in Organic Chemistry

Author(s): Seijiro Hosokawa and Kuniaki Tatsuta

DOI: 10.2174/157019308783498197

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Asymmetric Vinylogous Mukaiyama Aldol Reactions Using Vinylketene N,O-Acetals in Total Syntheses of Natural Products

Page: [1 - 18] Pages: 18

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Abstract

Asymmetric vinylogous aldol reaction is a powerful methodology to introduce a multi functional group in the stereoselective manner. Recently, we have developed highly stereoselective vinylogous Mukaiyama aldol reactions using vinylketene N,O-acetals possessing the chiral oxazolidone. Our methodology has been applied to the asymmetric syntheses of natural products to establish the short and efficient routes. This review focuses on the asymmetric vinylogous Mukaiyama aldol reactions using vinylketene N,O-acetals in total syntheses of natural products.

Keywords: Vinylogous Mukaiyama aldol reaction, vinylketene N, O-acetal, remote stereoinduction, total synthesis, natural product, polyketide