Catalytic Enantioselective Synthesis of Highly Functionalized Difluoromethylated Cyclopropanes
Catalytic Enantioselective Synthesis of Highly Functionalized Difluoromethylated Cyclopropanes
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DOI：
10.1002/anie.201707375
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发表时间：
2017-10-16
影响因子：
16.6
通讯作者：
Jubault, Philippe
中科院分区：
文献类型：
--
作者：
Bos, Maxence;Huang, Wei-Sheng;Jubault, Philippe
描述了高官能化二氟甲基化环丙烷的首次催化不对称合成。该方法基于二氟甲基化烯烃的铑催化环丙烷化反应，可得到多种带有酯、酮或硝基官能团的环丙烷。以Rh-2((S)-BTPCP)(4)为催化剂，以高收率和高非对映选择性和对映选择性（d.r.高达20:1和99% ee）得到相应的产物。该方法首次允许制备对映体富集的二氟甲基环丙烷。
The first catalytic asymmetric synthesis of highly functionalized difluoromethylated cyclopropanes is described. The method, based on a rhodium-catalyzed cyclopropanation of difluoromethylated olefins, gives access to a broad range of cyclopropanes bearing ester, ketone, or nitro functional groups. By using Rh-2((S)-BTPCP)(4) as a catalyst, the corresponding products were obtained in high yields and high diastereo- and enantioselectivities (up 20:1 d.r. and 99% ee). This methodology allowed preparation of enantioenriched difluoromethylcyclopropanes for the first time.