Asymmetric synthesis of trans-disubstituted cyclopropanes using phosphine oxides and phosphine boranes.
Org Biomol Chem
; 7(7): 1323-8, 2009 Apr 07.
Article
de En
| MEDLINE
| ID: mdl-19300816
ABSTRACT
The stereocontrolled synthesis of trans-disubstituted cyclopropylketones has been achieved from beta-alkyl, gamma-benzoyl phosphine oxides via a three-step cascade reaction incorporating an acyl transfer, phosphinoyl transfer and cyclisation to form the cyclopropane. Using Evans' chiral oxazolidinone auxiliary and by masking the phosphine oxide moiety as a phosphine borane we have extended the method to the synthesis of enantiomerically-enriched trans-disubstituted cyclopropyl ketones.
Texte intégral:
1
Collection:
01-internacional
Base de données:
MEDLINE
Sujet principal:
Oxydes
/
Phosphines
/
Boranes
/
Cyclopropanes
Langue:
En
Journal:
Org Biomol Chem
Sujet du journal:
BIOQUIMICA
/
QUIMICA
Année:
2009
Type de document:
Article