Dataset Information
Chemoselective Benzylation of Aldehydes Using Lewis Base Activated Boronate Nucleophiles.
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ABSTRACT:
SUBMITTER: Hollerbach MR
PROVIDER: S-EPMC6824429 | biostudies-literature | 2018 May
REPOSITORIES: biostudies-literature
Publications
Chemoselective Benzylation of Aldehydes Using Lewis Base Activated Boronate Nucleophiles.
Organometallics 20180427 9
A benzylation of aldehydes using primary and secondary benzylboronic acid pinacol esters is reported. Activation of the boronic ester with <i>s</i>-butyllithium rendered it nucleophilic toward aldehydes. The activated nucleophile chemoselectively transfers the benzyl group over the <i>s</i>-butyl group, providing excellent yields of the benzylated products. <sup>11</sup>B NMR experiments were performed to study the mechnism of this transformation. ...[more]