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Rhodium‐Catalyzed Reaction of 1‐Alkenylboronates with Aldehydes Leading to Allylation Products
Author(s) -
Shimizu Hiroshi,
Igarashi Tomohiro,
Miura Tomoya,
Murakami Masahiro
Publication year - 2011
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.201105148
Subject(s) - rhodium , reagent , cationic polymerization , catalysis , scheme (mathematics) , chemistry , computer science , combinatorial chemistry , organic chemistry , mathematics , mathematical analysis
Synthetic equivalents : 1‐Alkenylboronates perform the role of an allylating reagent. Their reaction with aldehydes in the presence of a cationic rhodium(I)/dppm catalyst results in a highly diastereoselective production of anti ‐configured homoallylic alcohols (see scheme; Bpin=4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolanyl).