Total syntheses of (±)-cherylline and (±)-latifine

被引:30
作者
Couture, A [1 ]
Deniau, E [1 ]
Lebrun, S [1 ]
Grandclaudon, P [1 ]
机构
[1] Univ Lille 1, Chim Organ Phys Lab, CNRS, F-59655 Villeneuve Dascq, France
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1999年 / 07期
关键词
D O I
10.1039/a809925a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new total synthesis of the two phenolic alkaloids (+/-)-cherylline 1 and (+/-)-latifine 2 isolated from Crinum species is described. The two key steps in the elaboration of these natural products are an anionic variant of the Fries rearrangement which gives access to the congested o-aroylbenzoic acid derivatives 26 and 27, and an intramolecular Horner reaction involving the corresponding N-phosphorylmethylbenzamide derivatives 8 and 9.
引用
收藏
页码:789 / 794
页数:6
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