Centre in Green Chemistry and Catalysis, Department of Chemistry, Université de Montréal , P.O. Box 6128, Station Downtown, Montréal, Québec H3C 3J7, Canada.
J Am Chem Soc. 2017 Feb 1;139(4):1364-1367. doi: 10.1021/jacs.6b09090. Epub 2017 Jan 24.
A borocyclopropanation of (E)- and (Z)-allylic ethers and styrene derivatives via the Simmons-Smith reaction using a novel boromethylzinc carbenoid is described. The carbenoid precursor is prepared via a 3-step sequence from inexpensive and commercially available starting materials. This methodology allows for the preparation of 1,2,3-substituted borocyclopropanes in high yields and diastereoselectivities. Several postfunctionalization reactions were also performed to illustrate the versatility of these building blocks.
通过 Simmons-Smith 反应，使用新型硼甲基锌卡宾试剂，对（E）-和（Z）-烯丙基醚和苯乙烯衍生物进行硼环丙烷化反应。卡宾前体通过三步序列从廉价且市售的起始原料制备。该方法可高收率和高非对映选择性地制备 1,2,3-取代的硼环丙烷。还进行了几种后功能化反应，以说明这些构建块的多功能性。
