Stereoselective Tandem Bis-Electrophile Couplings of Diborylmethane.
J Am Chem Soc
; 139(40): 14061-14064, 2017 10 11.
Article
em En
| MEDLINE
| ID: mdl-28934852
ABSTRACT
A copper-catalyzed three-component linchpin coupling method for the stereoselective union of readily available epoxides and allyl electrophiles is disclosed. Transformations employ [B(pin)]2-methane as a conjunctive reagent, resulting in the formation of two C-C bonds at a single carbon center bearing a C(sp3) organoboron functional group. Products are obtained in 42-99% yield, and up to >201 dr. The utility of the approach is highlighted by stereospecific transformations entailing allylation, tandem cross coupling, and application to the synthesis 1,3-polyol motifs.
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Ácidos Borônicos
/
Compostos de Epóxi
/
Compostos Alílicos
/
Metano
Idioma:
En
Revista:
J Am Chem Soc
Ano de publicação:
2017
Tipo de documento:
Article
País de afiliação:
Estados Unidos