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Controlling Stereoselectivity with the Aid of a Reagent‐Directing Group: Hydroformylation, Cuprate Addition, and Domino Reaction Sequences
Author(s) -
Breit Bernhard
Publication year - 2000
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/(sici)1521-3765(20000502)6:9<1519::aid-chem1519>3.0.co;2-6
Subject(s) - hydroformylation , reagent , stereoselectivity , rhodium , chemistry , substrate (aquarium) , domino , combinatorial chemistry , group (periodic table) , stereocenter , polyketide , organic synthesis , functional group , catalysis , organic chemistry , enantioselective synthesis , biology , ecology , polymer , biosynthesis , enzyme
The specific introduction of an appropriately designed reagent‐directing group into an organic substrate allows the more efficient use of substrate direction to allow high levels of acyclic stereocontrol in both rhodium‐catalyzed hydroformylation and cuprate addition to enoates. This provides access to major building blocks of the polyketide class of natural products. Incorporation of these directed reactions into sequential transformations holds promise for new particularly efficient synthetic methods.