Journal of the Chinese Chemical Society

Asymmetric Synthesis of (+)??Aspicilin

CY Wang, DR Hou

Index: Wang, Chun-Yi; Hou, Duen-Ren Journal of the Chinese Chemical Society, 2012 , vol. 59, # 3 p. 389 - 393

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Citation Number: 4

Abstract

Abstract Aspicilin (1), an eighteen membered macrolide with four stereocenters, was synthesized using (3R, 4R)-1, 5-hexadiene-3, 4-diol and (S)-propylene oxide as the starting materials. Sharpless epoxidation on the protected dienediol generated the required three consecutive stereocenters, and malonic ester synthesis added the acetyl unit. Yamaguchi protocol was applied to form the key ester with two terminal olefins ready for the ring- ...

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