Axially Chiral Macrocyclic E-Alkene Bearing Bisazole Component Formed by Sequential C-H Homocoupling and Ring-Closing Metathesis

作者:Nishio Shotaro; Somete Takashi; Sugie Atsushi; Kobayashi Tohru; Yaita Tsuyoshi; Mori Atsunori*
来源:Organic Letters, 2012, 14(10): 2476-2479.
DOI:10.1021/ol300755y

摘要

Clipping by ring-closing metathesis freezes rotation of a C-C bond to result in forming axial chirality. Treatment of bisbenzimidazole bearing an N-(3-butenyl) substituent with a Grubbs%26apos; catalyst undergoes ring-closing metathesis, in which the stereochemistry of the thus formed olefin was exclusively E-form. Analysis by HPLC with a chiral stationary column confirmed clear baseline separation of each enantiomer.

  • 出版日期2012-5-18