Asymmetric Total Synthesis of ent-Cyclooroidin

作者:Mukherjee Sabuj; Sivappa Rasapalli; Yousufuddin Muhammed; Lovely Carl J*
来源:Organic Letters, 2010, 12(21): 4940-4943.
DOI:10.1021/ol1020916

摘要

An enantiospecific total synthesis of the pyrrole-imidazole natural product cyclooroidin from histidine is described. The key N1-C9 bond is constructed through an intramolecular SN2-type of reaction of a chloro ester. Subsequent imidazole azidation at the 2-position, pyrrole bromination, azide reduction, and deprotection leads to the completion of the synthesis.

  • 出版日期2010-11-5