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Regioselective trans-Carboboration of Propargyl Alcohols
Author(s) -
Hongming Jin,
Alois Fürstner
Publication year - 2019
Publication title -
organic letters
Language(s) - Uncategorized
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/acs.orglett.9b01225
Subject(s) - regioselectivity , propargyl , chemistry , substituent , aryl , base (topology) , medicinal chemistry , organic chemistry , catalysis , mathematical analysis , alkyl , mathematics
Proper choice of the base allowed trans-diboration of propargyl alcohols with B 2 (pin) 2 to evolve into an exquisitely regioselective procedure for net trans-carboboration. The method is modular as to the newly introduced carbon substituent (aryl, methyl, allyl, benzyl, alkynyl), which is invariably placed distal to the -OH group.

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