Tetrahedron: Asymmetry

RCM mediated synthesis of macrosphelides I and G

GVM Sharma, KV Babu

Index: Sharma, Gangavaram V.M.; Veera Babu, Kagita Tetrahedron Asymmetry, 2007 , vol. 18, # 18 p. 2175 - 2184

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Citation Number: 24

Abstract

The total synthesis of 16-membered macrolides, macraosphelides I and G, has been achieved starting from ethyl-(S)-lactate and (S)-malic acid. A combination of Jacobsen's hydrolytic kinetic resolution and Sharpless epoxidation is used for the creation of two stereogenic centres, while Yamaguchi esterification and ring-closing metathesis strategies were used for the construction of the lactone ring.