1.
Org Biomol Chem
; 4(9): 1806-10, 2006 May 07.
Artigo
em Inglês
| MEDLINE
| ID: mdl-16633573
RESUMO
Intramolecular nitrile oxide-olefin cycloaddition to form hexahydrobenzisoxazole 14, which engenders a phenylsulfonyl, 2,5-difluorophenyl geminally substituted carbon substructure, proceeds with up to 99% ds. A rationalization of the high level of substrate-based stereo-induction observed in this and related ketone and acrylonitrile metallohydride reductions, supported by single crystal X-ray crystallography, is presented.