Rigel, Inc., 1180 Veterans Boulevard, South San Francisco, California 94080, USA.
Org Lett. 2013 Sep 6;15(17):4284-7. doi: 10.1021/ol401636d. Epub 2013 Aug 16.
trans-2-(Trifluoromethyl)cyclopropylboronic acid N-methyliminodiacetic acid (MIDA) ester 5 was synthesized as a pure diastereomer from vinylboronic acid MIDA ester and (trifluoromethyl)diazomethane in a single step. An X-ray study confirmed the trans-stereochemistry around the cyclopropyl ring. Use of 5 in Suzuki reactions, with a variety of aryl or heteroaryl coupling partners, provided trans-2-(trifluoromethyl)cyclopropyl products in moderate to excellent yields (17-90%).
反式-2-(三氟甲基)环丙基硼酸 N-甲基亚氨基二乙酸酯（MIDA）酯 5 可由乙烯基硼酸 MIDA 酯和三氟甲基重氮甲烷一步反应合成，为纯非对映异构体。X 射线研究证实了环丙基环周围的反式立体化学。在 Suzuki 反应中使用 5，与各种芳基或杂芳基偶联试剂结合，可得到中等至优异收率（17-90%）的反式-2-(三氟甲基)环丙基产物。
