Catalytic Asymmetric Synthesis of Tertiary Alcohols and Oxetenes Bearing a Difluoromethyl Group
Catalytic Asymmetric Synthesis of Tertiary Alcohols and Oxetenes Bearing a Difluoromethyl Group
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DOI：
10.1021/acs.orglett.5b02617
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发表时间：
2015-10-16
期刊：
影响因子：
5.2
通讯作者：
Mikami, Koichi
中科院分区：
文献类型：
--
作者：
Aikawa, Kohsuke;Yoshida, Seiya;Mikami, Koichi
在阳离子钯络合物存在下，以二氟丙酮酸为电泳剂，催化不对称烯反应。这是一种可靠实用的催化不对称合成各种α-CF2H叔醇的方法，具有较高的产率和对映体选择性。异丁烯与异丁烯的反应在无溶剂条件下，催化剂负载量低(S/C2000)，反应效率较高。此外，二氟丙酮酸对[2+2]环加成反应具有较高的产率和对映体选择性。
The catalytic asymmetric ene reaction with difluoropyruvate as an electrophile in the presence of a dicationic palladium complex is shown. This is the reliable and practical catalytic asymmetric synthesis for various alpha-CF2H tertiary alcohols in high yields and enantioselectivities. The reaction with isobutene can be catalyzed efficiently under solvent-free conditions with low catalyst loading (up to S/C 2000). Furthermore, difluoropyruvate is applicable to the [2+2] cycloaddition reaction in high yields and enantioselectivities.