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Direct Enantioselective Three‐Component Kabachnik–Fields Reaction Catalyzed by Chiral Bis(imidazoline)‐Zinc(II) Catalysts
Author(s) -
Ohara Mutsuyo,
Nakamura Shuichi,
Shibata Norio
Publication year - 2011
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.201100482
Subject(s) - chemistry , enantioselective synthesis , catalysis , zinc , yield (engineering) , enantiomer , pyridine , enantiomeric excess , organic chemistry , component (thermodynamics) , imidazoline receptor , ternary operation , medicinal chemistry , combinatorial chemistry , medicine , materials science , physics , metallurgy , thermodynamics , computer science , programming language
A direct three‐component reaction of aldehydes, amines and diaryl phosphites was catalyzed by a zinc(II) complex of 1,3‐bis(imidazolin‐2‐ly)pyridine (pybim) giving the corresponding α‐aminophosphonates in good yield with good enantioselectivity. The reaction was applied to a wide variety of aromatic aldehydes to give products with excellent yields (up to 99%) and enantiomeric excesses (up to 93% ee ).