Abstract

Yogesh K. Choughule and Anand V. Patwardhan

DOI : http://dx.doi.org/10.13005/ojc/320217

A new titanium-based chiral Lewis acid 1 has been developed using (1R,2R)-1,2-bis-(2-methoxyphenyl)-ethane-1,2-diol as a chiral vicinal diol ligand. This chiral catalyst was found to exhibit uniformly high enantioselectivity towards carboxylic ester dienophiles in Diels-Alder reactions. The chiral vicinal ligand (1R,2R)-1,2-bis-(2-methoxyphenyl)-ethane-1,2-diol is inexpensive and is easily accessible.

chiral Lewis acid; chiral vicinal ligand; Diels-Alder reaction; dienophiles; carboxylic esters

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