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Iterative Asymmetric Hydroformylation/Wittig Olefination Sequence
Author(s) -
Wong Gene W.,
Landis Clark R.
Publication year - 2013
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.201208819
Subject(s) - stereocenter , hydroformylation , wittig reaction , rhodium , yield (engineering) , chemistry , sequence (biology) , stereoselectivity , organic chemistry , catalysis , stereochemistry , enantioselective synthesis , medicinal chemistry , materials science , biochemistry , metallurgy
Over and over again : Various alkenes underwent the title reaction in the presence of rhodium/bis(diazaphospholane) complexes to give γ‐chiral α,β‐unsaturated carbonyl products (46–96 % yield) with high enantioselectivity (90–99 % ee ). Iterative sequences of the reaction lead to stereoselective CC bond formations between achiral reactants to produce products having multiple stereocenters (see scheme, acac=acetylacetonate).
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