Tetrahedron letters

Periplanone total synthesis via intramolecular pinacol coupling

JE McMurry, NO Siemers

Index: McMurry, John E.; Siemers, Nathan O. Tetrahedron Letters, 1994 ,  vol. 35,  # 26  p. 4505 - 4508

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Citation Number: 28

Abstract

Abstract We have carried out an enantioselective synthesis of (-)-periplanone C by a route involving titanium-induced, intramolecular pinacol coupling reaction of a 1, 10 keto aldehyde as the key step. The coupling occurs with predictable stereochemistry to give a mixture of two diol products in greater than 60% yield.