Premium
Chiral N ‐Phosphonyl Imine Chemistry: Asymmetric Aza‐Henry Reaction
Author(s) -
Kattuboina Adiseshu,
Kaur Parminder,
Ai Teng,
Li Guigen
Publication year - 2008
Publication title -
chemical biology and drug design
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.59
H-Index - 77
eISSN - 1747-0285
pISSN - 1747-0277
DOI - 10.1111/j.1747-0285.2008.00633.x
Subject(s) - imine , nitroaldol reaction , vicinal , chemistry , derivative (finance) , chiral auxiliary , absolute configuration , stereochemistry , enantioselective synthesis , combinatorial chemistry , computational chemistry , organic chemistry , catalysis , financial economics , economics
A series of chiral N ‐phosphonyl imines have been synthesized and utilized successfully in asymmetric aza‐Henry reaction. The chiral auxiliary was optimized for this reaction by varying different R groups on the nitrogen atoms. The reaction is convenient to perform to give excellent yields and good diastereoselectivities. The absolute stereochemistry was unambiguously determined by converting a resulting vicinal nitroamine into its N ‐Boc derivative which serves as a known compound.