Direct carbon-carbon bond formation via reductive soft enolization: a syn-selective Mannich addition of alpha-iodo thioesters

作者:Ngoc Truong; Sauer Scott J; Seraphin Hatcher Cyndie; Coltart Don M*
来源:Organic and Biomolecular Chemistry, 2016, 14(33): 7864-7868.
DOI:10.1039/c6ob01244b

摘要

The beta-amino carboxylic acid moiety is a key feature of numerous important biologically active compounds. We describe a syn-selective direct Mannich addition reaction that uses alpha-iodo thioesters and sulfonyl imines and produces beta-amino thioesters. Enolate formation is achieved by reductive soft enolization. The products of the reaction provide straightforward access to biologically important beta-lactams through a variety of known reactions.

  • 出版日期2016