Department of Organic Chemistry and ‡Department of Materials and Environmental Chemistry, Stockholm University , SE-106 91 Stockholm, Sweden.
J Am Chem Soc. 2015 Sep 9;137(35):11262-5. doi: 10.1021/jacs.5b07498. Epub 2015 Aug 31.
Allylboration of ketones with γ-disubstituted allylboronic acids is performed in the presence of chiral BINOL derivatives. The reaction is suitable for single-step creation of adjacent quaternary stereocenters with high selectivity. We show that, with an appropriate choice of the chiral catalyst and the stereoisomeric prenyl substrate, full control of the stereo- and enantioselectivity is possible in the reaction.
在手性 BINOL 衍生物的存在下，酮与 γ-取代烯丙基硼酸进行烯丙基化反应。该反应适用于通过单步反应高选择性地构建相邻的季立体中心。我们表明，通过选择合适的手性催化剂和立体异构的烯丙基底物，可以在手性和对映选择性方面完全控制反应。
