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Potassium Organotrifluoroborates in Rhodium‐Catalyzed Asymmetric 1,4‐Additions to Enones
Author(s) -
Pucheault Mathieu,
Darses Sylvain,
Genêt JeanPierre
Publication year - 2002
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/1099-0690(200211)2002:21<3552::aid-ejoc3552>3.0.co;2-4
Subject(s) - chemistry , rhodium , cationic polymerization , catalysis , binap , potassium , medicinal chemistry , adduct , ligand (biochemistry) , organic chemistry , chelation , enantioselective synthesis , biochemistry , receptor
Potassium organotrifluoroborates, highly stable organoboron derivatives, participate in asymmetric 1,4‐additions to enones. This reaction, catalyzed by cationic rhodium( I ) complexes chelated with binap, MeO‐biphep or josiphos ligand, affords 1,4‐adducts with high yields and enantioselectivities of up to 99%. Careful study of the reaction parameters shows the high sensitivity of the reaction to temperature, solvent and the amount of water cosolvent. (© Wiley‐VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)