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Secondary Deuterium Kinetic Isotope Effects in Enantioselective Hydroborations with (+)‐Diisopinocampheylborane
Author(s) -
Mann Brian E.,
Cutts Peter W.,
McKenna James,
McKenna Jean M.,
Spencer Catriona M.
Publication year - 1986
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198605771
Subject(s) - enantioselective synthesis , deuterium , kinetic isotope effect , kinetic energy , isotope , chemistry , nuclear physics , physics , organic chemistry , catalysis , classical mechanics
Not the substituents in the vinyl position but rather those in the allyl position are crucial for the enantioselectivity of the hydroboration of alkenes with (+)‐diisopinocampheylborane. This was shown from measurements of the isotope effect on deuterated alkenes such as 1 and 2 .