Premium
Organocatalytic Asymmetric Hydrophosphination of α,β‐Unsaturated Aldehydes
Author(s) -
Carlone Armando,
Bartoli Giuseppe,
Bosco Marcella,
Sambri Letizia,
Melchiorre Paolo
Publication year - 2007
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200700754
Subject(s) - enantioselective synthesis , diphenylphosphine , conjugate , aldehyde , chemistry , trimethylsilyl , amine gas treating , organic chemistry , combinatorial chemistry , phosphine , catalysis , mathematics , mathematical analysis
Getting round the (periodic) table : A highly chemo‐ and enantioselective conjugate addition of diphenylphosphine to α,β‐unsaturated aldehydes in the presence of a chiral secondary amine C provides a direct route to chiral β‐phosphino aldehyde intermediates (see scheme, TMS=trimethylsilyl). The synthetic utility of the strategy was exemplified in a rapid one‐pot (two‐step) synthesis of highly enantioenriched 3‐aminophosphines.