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Chemo‐ and Enantioselective Brønsted Acid‐Catalyzed Reduction of α‐Imino Esters with Catecholborane
Author(s) -
Enders Dieter,
Rembiak Andreas,
Stöckel Bianca Anne
Publication year - 2013
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201300352
Subject(s) - chemistry , enantiopure drug , enantioselective synthesis , phosphoric acid , catalysis , brønsted–lowry acid–base theory , organic chemistry , combinatorial chemistry
Abstract The chemo‐ and enantioselective reduction of α‐imino esters with catecholborane has been developed employing 10 mol% of an enantiopure BINOL‐based phosphoric acid as organocatalyst. Various differently substituted aromatic α‐amino acid derivatives can be achieved in almost quantitative yields and very good to excellent enantioselectivities of up to 96% ee under mild reaction conditions.