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Stereoselective Synthesis of Trisubstituted Alkenylboron Reagents by Boron-Wittig Reaction of Ketones.

ABSTRACT: Application of the boron-Wittig reaction to ketone electrophiles provides a straightforward route to trisubstituted alkenylboronic esters. With either a pentamethyldiethylenetriamine or trimethyl-1,4,7-triazacyclononane additive, the olefination can occur with very high levels of stereocontrol and in good chemical yield.

SUBMITTER: Namirembe S

PROVIDER: S-EPMC7054900 | biostudies-literature | 2019 Jun

REPOSITORIES: biostudies-literature

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Stereoselective Synthesis of Trisubstituted Alkenylboron Reagents by Boron-Wittig Reaction of Ketones.

Namirembe Sheila S Gao Chenpeng C Wexler Ryan P RP Morken James P JP

Organic letters 20190529 11

Application of the boron-Wittig reaction to ketone electrophiles provides a straightforward route to trisubstituted alkenylboronic esters. With either a pentamethyldiethylenetriamine or trimethyl-1,4,7-triazacyclononane additive, the olefination can occur with very high levels of stereocontrol and in good chemical yield. ...[more]

PMID: 31140815

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