Enantioselective CC Bond Formation as a Result of the Oriented Prochirality of an Achiral Aldehyde at the Single-Crystal Face upon Treatment with a Dialkyl Zinc Vapor
作者:Tsuneomi Kawasaki、Sayaka Kamimura、Ai Amihara、Kenta Suzuki、Kenso Soai
DOI:10.1002/anie.201102031
日期:2011.7.18
best face: An achiral pyrimidine‐5‐carbaldehyde that forms an achiral crystal () with enantiotopic (001) and () faces underwent enantioselective addition of iPr2Zn to the single exposed enantiotopic surface to give highly enantiomerically enriched S and R secondary alcohols (see scheme). The absolute configuration of the alcohol product correlated with the orientation of the prochiral aldehyde in the
展示你最好的一面:形成具有对映体(001) 和 ( ) 面的非手性晶体 ( ) 的非手性嘧啶-5-甲醛经过对映选择性添加i Pr 2 Zn 到单个暴露的对映体表面,得到高度对映体富集的S和R仲醇(见方案)。醇产物的绝对构型与非手性晶格中前手性醛的取向相关。