Diastereoselective Addition of Grignard Reagents to Chiral 1,3-Oxazolidines Having a N-Diphenylmethyl Substituent.
作者:Takayasu YAMAUCHI、Hiroshi TAKAHASHI、Kimio HIGASHIYAMA
DOI:10.1248/cpb.46.384
日期:——
Chiral 1, 3-oxazolidines having a diphenylmethyl group at the 3-position of the oxazolidine ring as a bulky substituent were synthesized. The reaction of Grignard reagents with the chiral 1, 3-oxazolidines afforded the corresponding amines with very high diastereoselectivity. Furthermore, the method for the synthesis of optically active amines was applied to the asymmetric synthesis of (-)-dihydropinidine, a piperidine alkaloid.
具有位于恶唑烷环3位的二苯甲基作为大体积取代基的手性1,3-恶唑烷类化合物被合成出来。手性1,3-恶唑烷与格氏试剂反应,以极高的非对映选择性获得了相应的胺。此外,制备光学活性胺的方法被应用于(-)-二氢哌啶生物碱的对映异构合成中。