Synthesis of α-Borylated Ketones by Regioselective Wacker Oxidation of Alkenylboronates.
Org Lett
; 20(17): 5300-5303, 2018 09 07.
Article
em En
| MEDLINE
| ID: mdl-30129366
ABSTRACT
As part of a program aimed at metal-catalyzed oxidative transformations of molecules with carbon-metalloid bonds, the synthesis of α-borylated ketones is reported via regioselective TBHP-mediated Wacker-type oxidation of N-methyliminodiacetic acid (MIDA)-protected alkenylboronates. The observed regioselectivity correlates with the hemilabile nature of the B-N dative bond in the MIDA boronate functional group, which allows boron to guide selectivity through a neighboring group effect.
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01-internacional
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MEDLINE
Idioma:
En
Revista:
Org Lett
Ano de publicação:
2018
Tipo de documento:
Article