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ortho ‐Diphenylphosphanylbenzoyl‐Directed Cuprate Addition to Acyclic Enoates
Author(s) -
Breit Bernhard
Publication year - 1998
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/(sici)1521-3773(19980302)37:4<525::aid-anie525>3.0.co;2-m
Subject(s) - stereoselectivity , reagent , group (periodic table) , cuprate , hydroformylation , chemistry , sequence (biology) , catalysis , stereochemistry , rhodium , organic chemistry , physics , biochemistry , optoelectronics , doping
Killing two birds with one stone . The ortho ‐diphenylphosphanylbenzoyl group ( o ‐DPPB) acts as a catalyst‐directing group in stereoselective Rh‐catalyzed hydroformylation and as a reagent‐directing group in stereoselective 1,4‐addition of Gilman cuprates to acyclic enoates (see picture on the right; the o ‐DPPB group is represented by a sphere, D=donor). These two reactions could be efficiently used as part of a synthetic sequence.