Organic & biomolecular chemistry

Phorboxazole B synthetic studies: construction of C (1–32) and C (33–46) subtargets

I Paterson, A Steven, CA Luckhurst

Index: Paterson, Ian; Steven, Alan; Luckhurst, Chris A. Organic and Biomolecular Chemistry, 2004 , vol. 2, # 20 p. 3026 - 3038

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Citation Number: 44

Abstract

The convergent syntheses of the C (1–32) and C (33–46) domains of phorboxazole B are described. An iterative cyclocondensation strategy exploited the Jacobsen hetero-Diels– Alder (HDA) reaction as a platform for the synthesis of both the C (5–9) and C (11–15) tetrahydropyran rings. The use of 2-silyloxydiene coupling partners bearing an increasing resemblance to the phorboxazole skeleton was found to lead to a reduction in ...