Tremorgenic indole alkaloids. Studies directed toward the assembly of the A, F, and I rings of penitrem D: observation of an unexpected stereochemical outcome.
Tremorgenic indole alkaloids. Studies directed toward the assembly of the A, F, and I rings of penitrem D: observation of an unexpected stereochemical outcome.
复制标题
致震吲哚生物碱。
DOI：
10.1021/ol9909379
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发表时间：
1999
期刊：
影响因子：
5.2
通讯作者：
Hartz,RA
中科院分区：
文献类型：
--
作者：
Smith3rd,AB;Kanoh,N;Minakawa,N;Rainier,JD;Blase,FR;Hartz,RA
In this Letter we demonstrate the viability of a highly stereoselective tandem Mannich cyclization−grammine fragmentation/addition cascade, critical for assembly of the A and F rings of penitrem D. We also explored simultaneous execution of this tactic with concurrent construction of ring I. Reinvestigation of a model system provided an explanation for the unanticipated stereochemical outcome at C(28).
