Total Synthesis of (-)-Leuconicine A and B
Total Synthesis of (-)-Leuconicine A and B
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DOI：
10.1021/ol202056w
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发表时间：
2011-09-02
期刊：
影响因子：
5.2
通讯作者：
Andrade, Rodrigo B.
中科院分区：
文献类型：
--
作者：
Sirasani, Gopal;Andrade, Rodrigo B.
本文完成了马钱子生物碱(-)-白康碱A（14步，总收率9%）和B（13步，总收率10%）的简明不对称全合成。关键步骤包括：(1)我们的顺序单锅螺旋环化/分子内aza-Baylis-Hillman方法制备ABCE框架；(2)一种新的多米诺酰化/Knoevenagel环化法制备f环；(3) Heck环合进入d环。
Concise asymmetric total syntheses of Strychnos alkaloids (-)-leuconicine A (14 steps, 9% overall yield) and B (13 steps, 10% overall yield) have been accomplished. Key steps include (1) our sequential one-pot spiro-cyclization/intramolecular aza-Baylis-Hillman method to prepare the ABCE framework; (2) a novel domino acylation/Knoevenagel cyclization to prepare the F-ring; and (3) a Heck cyclization to access the D-ring.