Total synthesis of (-)-calyciphylline N.
نویسندگان
چکیده
The total synthesis of the architecturally complex Daphniphyllum alkaloid (-)-calyciphylline N has been achieved. Highlights of the synthesis include a Et2AlCl-promoted, highly stereoselective, susbtrate-controlled intramolecular Diels-Alder reaction, a transannular enolate alkylation, an effective Stille carbonylation/Nazarov cyclization sequence, and a high-risk diastereoselective hydrogenation of a fully substituted conjugated diene ester.
منابع مشابه
The Daphniphyllum Alkaloids: Total Synthesis of (−)-Calyciphylline N
Presented here is a full account on the development of a strategy culminating in the first total synthesis of the architecturally complex daphniphyllum alkaloid, (-)-calyciphylline N. Highlights of the approach include a highly diastereoselective, intramolecular Diels-Alder reaction of a silicon-tethered acrylate; an efficient Stille carbonylation of a sterically encumbered vinyl triflate; a on...
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ورودعنوان ژورنال:
- Journal of the American Chemical Society
دوره 136 3 شماره
صفحات -
تاریخ انتشار 2014