Auto-tandem catalysis: facile synthesis of substituted alkylidenecyclohexanones by domino (4+2) cycloaddition-elimination reaction

作者:Takasu Kiyosei*; Tanaka Toru; Azuma Takumi; Takemoto Yoshiji
来源:Chemical Communications, 2010, 46(43): 8246-8248.
DOI:10.1039/c0cc03336g

摘要

A catalytic domino reaction producing substituted 2-alkylidene-cyclohexanone from 3-oxymethyl-2-siloxy-1,3-butadienes, which can be prepared from Baylis-Hillman adducts, and alpha, beta-unsaturated ketones is described. The process involves two mechanistically distinct reactions, (4+2) cycloaddition and elimination. Both of these reactions are catalyzed by Tf2NH.

  • 出版日期2010