Stereoselective Dichlorination of Allylic Alcohol Derivatives to Access Key Stereochemical Arrays of the Chlorosulfolipids

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• 作者：Grant M. Shibuya ; Jacob S. Kanady ; Christopher D. Vanderwal
• 刊名：Journal of the American Chemical Society
• 出版年：2008
• 出版时间：September 17, 2008
• 年：2008
• 卷：130
• 期：37
• 页码：12514-12518
• 全文大小：181K
• 年卷期：v.130,no.37(September 17, 2008)
• ISSN：1520-5126

文摘

Dichlorination of (Z)-allylic trichloroacetates efficiently and stereoselectively generates the syn,syn hydroxydichloride stereotriad that is prevalent in the understudied polychlorinated sulfolipid class of natural products. Further, the dichlorination of a (Z)-allylic chlorohydrin affords with high selectivity a stereotetrad present in one of the chlorosulfolipids.