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Domino Hydroformylation‐Wittig Reactions
Author(s) -
Breit Bernhard,
Zahn Stephan K.
Publication year - 1999
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(19990401)38:7<969::aid-anie969>3.0.co;2-4
Subject(s) - hydroformylation , wittig reaction , domino , stereocenter , stereoselectivity , chemistry , cascade reaction , catalysis , organic chemistry , combinatorial chemistry , medicinal chemistry , rhodium , enantioselective synthesis
Methallyl and homomethallyl alcohols can undergo stereoselective hydroformylation‐Wittig and hydroformylation‐Wittig‐hydrogenation reactions in one‐pot domino processes. This sequential transformation allows the formation of C−C bonds and the generation of a new stereogenic center, and gives preparatively interesting compounds [Eq. (a)]. The reaction products are obtained in satisfactory to good yields and in diastereoselectivities of 90:10 to >98:2. CDG=catalyst‐directing group; R′=H; R″=OEt, Me.