General Approach to Allenes through Copper-Catalyzed γ-Selective and Stereospecific Coupling between Propargylic Phosphates and Alkylboranes
作者:Hirohisa Ohmiya、Umi Yokobori、Yusuke Makida、Masaya Sawamura
DOI:10.1021/ol202866h
日期:2011.12.2
Copper-catalyzed γ-selective coupling between propargylic phosphates and alkylboron compounds (alkyl-9-BBN, prepared by hydroboration of alkenes with 9-BBN-H) affords multisubstituted allenes with various functional groups. The reaction of enantioenriched propargylic phosphates to give axially chiral allenes proceeds with excellent point-to-axial chirality transfer with 1,3-anti stereochemistry.
炔丙基磷酸酯和烷基硼化合物(烷基-9-BBN,通过烯烃与9-BBN-H的氢硼化反应制得)之间的铜催化γ-选择性偶合提供了具有各种官能团的多取代的烯。富含对映体的炔丙基磷酸酯生成轴向手性烯基的反应进行时,具有出色的点对轴手性转移,且具有1,3-抗立体化学。