Organic letters

Diels− Alder Chemistry of Siloles and Their Transformation into Cyclohex-2-ene-1, 4-cis-diols

AC Stevens, BL Pagenkopf

Index: Stevens, Andrew C.; Pagenkopf, Brian L. Organic Letters, 2010 , vol. 12, # 16 p. 3658 - 3661

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Citation Number: 4

Abstract

The synthesis of siloles with substitution patterns that are continuative toward natural product synthesis are described. Their reactivity in Diels− Alder chemistry was explored through thermal, Lewis acid, and high-pressure reactions. Furthermore, bicyclic adducts were oxidatively cleaved to reveal a highly functionalized cyclohexene core.