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Complete Stereoretention in the Rhodium‐Catalyzed 1,2‐Addition of Chiral Secondary and Tertiary Alkyl Potassium Trifluoroborate Salts to Aldehydes
Author(s) -
Ros Abel,
Aggarwal Varinder K.
Publication year - 2009
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.200901900
Subject(s) - rhodium , alkyl , potassium , catalysis , tertiary alcohols , chemistry , medicinal chemistry , organic chemistry
Take your new partner by the hand : Chiral secondary and tertiary alkyl trifluoroborate salts undergo rhodium‐catalyzed 1,2‐addition to aldehydes with complete stereoretention (handedness) in all cases, enabling the creation of quaternary stereogenic centers with essentially perfect enantioselectivity (see scheme; cod=cycloocta‐1,5‐diene).