New tandem radical cyclizations directed toward the synthesis of Crinipellin A

CE Schwartz, DP Curran

Index: Schwartz; Curran Journal of the American Chemical Society, 1990 , vol. 112, # 25 p. 9272 - 9284

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Citation Number: 93

Abstract

Abstract: We describe a new tandem radical cyclization strategy for the construction of the congested angular triquinane portion of the naturally occurring tetraquinane crinipellin A. The preparation and cyclization of three 5, 5-disubstituted-I. 4-dimethyl-1, 3- cyclopentadienes are detailed. This cyclization strategy results in a 1, 4-functionalization of the cyclopentadiene nucleus, mediated by an allylic radical cyclization. Each tandem ...