Formal synthesis of (+)-SCH 351448: the Prins cyclization approach

KP Chan, YH Ling, TP Loh

Index: Chan, Kok-Ping; Ling, Yvonne Hui; Loh, Teck-Peng Chemical Communications, 2007 , # 9 p. 939 - 941

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Citation Number: 28

Abstract

(+)-SCH 351448 possesses a very interesting and unique structure. It features a 28-membered macrodiolide consisting of two identical hydroxyl carboxylic acid units, and comprises four cis-2,6-disubstituted tetrahydropyran rings with opposite relative stereochemistry on each half of the molecule. Such symmetrical architecture allows a highly convergent disconnection approach into a monomeric unit 1 as depicted in Scheme 1. This is also the target molecule in our ...