期刊
ORGANIC LETTERS
卷 10, 期 16, 页码 3647-3649出版社
AMER CHEMICAL SOC
DOI: 10.1021/ol801426z
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资金
- NIGMS NIH HHS [GM08496] Funding Source: Medline
An efficient synthesis of the tetracyclic steroid core, 19, of rhodexin A and sarmentogenin is reported. An initial inverse-electron-demand Diels-Alder reaction of the acyldiene 6 with the silyl enol ether 7a gave the cycloadduct 8 with the required four contiguous stereocenters in a single step. This compound was then transformed into the methylated enedione 13 which afforded after a reductive alkylation and annulation sequence the tetracycle 19.
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