Stereospecific Synthesis of α-Hydroxy-Cyclopropylboronates from Allylic Epoxides.
Angew Chem Int Ed Engl
; 58(10): 3188-3192, 2019 03 04.
Article
em En
| MEDLINE
| ID: mdl-30600867
ABSTRACT
Herein, we report a catalytic and stereospecific method for the preparation of enantioenriched α-hydroxy cyclopropylboronates with control in four contiguous stereocenters. The reaction involves the borylation of readily available allylic epoxides using an inexpensive Cu(I) salt and a commercially available phosphine ligand. High diastereocontrol is achieved and different diastereomers can be selectively prepared. Functionalization of the carbon-boron bond provides access to different enantiomerically enriched trisubstituted cyclopropanes from a common intermediate.
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Base de dados:
MEDLINE
Idioma:
En
Revista:
Angew Chem Int Ed Engl
Ano de publicação:
2019
Tipo de documento:
Article
País de afiliação:
Espanha