Huang Lingyu, Chen Ying, Gao Guang-Yao, Zhang X Peter
Department of Chemistry, University of Tennessee, Knoxville, Tennessee 37996-1600, USA.
J Org Chem. 2003 Oct 17;68(21):8179-84. doi: 10.1021/jo035088o.
Cobalt(II) porphyrin complexes were shown to be general and efficient catalysts for selective cyclopropanation of alkenes with ethyl diazoacetate (EDA). The catalytic system can operate with alkenes as limiting reagents, requiring only stoichiometric amounts of EDA. The protocol is performed in one-pot fashion without the need of slow addition of EDA. The diastereoselectivity of the current system can be tuned by using different porphyrin ligands or additives, giving either trans- or cis-dominant cyclopropanes. The asymmetric cyclopropanation was also demonstrated with the use of chiral cobalt porphyrin complexes.
钴（II）卟啉配合物被证明是用重氮乙酸乙酯（EDA）对烯烃进行选择性环丙烷化反应的通用且高效的催化剂。该催化体系可以以烯烃作为限量试剂运行，仅需要化学计量的EDA。该方案以一锅法进行，无需缓慢添加EDA。通过使用不同的卟啉配体或添加剂，可以调节当前体系的非对映选择性，得到反式或顺式为主的环丙烷。使用手性钴卟啉配合物也证明了不对称环丙烷化反应。
