Tetrahedron

Synthesis of the spiroacetal core of the cephalosporolide family of natural products

OC Finch, DP Furkert, MA Brimble

Index: Finch, Orla C.; Furkert, Daniel P.; Brimble, Margaret A. Tetrahedron, 2014 , vol. 70, # 3 p. 590 - 596

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Citation Number: 10

Abstract

Abstract The synthesis of four possible stereoisomers of the spiroacetal core of the natural products cephalosporolides H and I and penisporolides A and B is described. The key steps involve the use of Sharpless asymmetric dihydroxylation to install the desired stereochemistry of the γ-lactone ring and an oxidative radical cyclisation to form the spiroacetal ring system.

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