Substrate-Controlled Diastereoselectivity Switch in Catalytic Asymmetric Direct Mannich Reaction of Glycine Derivatives with Imines: From<i>anti</i>- to<i>syn</i>-α,β-Diamino Acids
作者:Jorge Hernández-Toribio、Ramón Gómez Arrayás、Juan Carlos Carretero
DOI:10.1002/chem.200902258
日期:2010.1.25
diastereoselectivity switch has been devised in the Fesulphos–CuI‐catalyzed glycine direct Mannich reaction with N‐(8‐quinolyl)sulfonyl imines by tuning the steric and electronic properties of the glycine component (see scheme). α,β‐Diaminoacids of syn configuration are produced under high diastereo‐ and enantiocontrol with glycinate esters derived from electron‐deficient benzophenone‐type ketimines, in contrast
Provided is an efficient technology for synthesizing diamino acids (diamino acid derivatives). Disclosed is a manufacturing method for diamino acid derivatives wherein the fluorenyl groups of the diamino acid derivative starting materials represented by General Formula [II] or [IV] are removed.
CYCLOPROPENIMINE CATALYST COMPOSITIONS AND PROCESSES
申请人:THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK
公开号:US20140288323A1
公开(公告)日:2014-09-25
The present invention provides, inter alia, a cyclopropenimine Brønsted base catalyst and a cyclopropenimine scaffold for use as a Brønsted base catalyst. This cyclopropenimine has the structure (100). Methods for making such a cyclopropenimine are also provided. Further provided are processes for carrying out an organic synthetic reaction and processes for catalyzing a proton transfer reaction enantioselectively using such a cyclopropenimine Brønsted base catalyst.