1.
Org Biomol Chem
; 14(37): 8728-8731, 2016 Sep 21.
Artigo
em Inglês
| MEDLINE
| ID: mdl-27714252
RESUMO
A synthesis of hortonones A-C has been accomplished from vitamin D2via the Inhoffen-Lythgoe diol without the use of protective groups. Key steps in the syntheses include a TMS-diazomethane mediated regioselective homologation of the cyclohexanone ring to a cycloheptanone moiety and a sodium naphthalenide-mediated allylic alcohol transposition. It has been found that the absolute configuration of the natural hortonones is opposite that of the synthetic material prepared from vitamin D2.