Tetrahedron letters

Diastereoselective synthesis of the trans-anti-cis-decahydro-as-indacene ring system via the transannular Diels-Alder reaction of a functionalized (E, E, E)- …

WR Roush, AB Works

Index: Roush, William R.; Works, Andrea B. Tetrahedron Letters, 1996 , vol. 37, # 45 p. 8065 - 8068

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Citation Number: 21

Abstract

A stereoselective synthesis of trans-anti-cis decahydro-as-indacene 5 is described. The key step of this synthesis is the tandem Claisen ring contraction of the 16-membered macrolactone 3 followed by the transannular Diels-Alder reaction of the resulting (E, E, E)- cyclododeca-1, 6, 8-triene 4.