title: Direct carbon-carbon bond formation via reductive soft enolization: a syn-selective Mannich addition of α-iodo thioesters.
abstract: The β-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 α-iodo thioesters and sulfonyl imines and produces β-amino thioesters. Enolate formation is achieved by reductive soft enolization. The products of the reaction provide straightforward access to biologically important β-lactams through a variety of known reactions.
authors: Department of Chemistry, University of Houston, Houston, Texas 77204-5003, USA. dcoltart@uh.edu.
authors: Ngoc
authors: N
authors: Truong
authors: Department of Chemistry, University of Houston, Houston, Texas 77204-5003, USA. dcoltart@uh.edu.
authors: Scott J
authors: SJ
authors: Sauer
authors: Department of Chemistry, University of Houston, Houston, Texas 77204-5003, USA. dcoltart@uh.edu.
authors: Cyndie
authors: C
authors: Seraphin-Hatcher
authors: Department of Chemistry, University of Houston, Houston, Texas 77204-5003, USA. dcoltart@uh.edu.
authors: Don M
authors: DM
authors: Coltart