A flexible strategy for the synthesis of tri- and tetracyclic lupin alkaloids:: Synthesis of (+)-cytisine, (±)-anagyrine, and (±)-thermopsine

被引:72
作者
Gray, D [1 ]
Gallagher, T [1 ]
机构
[1] Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England
关键词
alkaloids; cyclization; natural products; nucleophilic addition; synthetic methods;
D O I
10.1002/anie.200504015
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Looping the lupin: A general synthetic strategy for the construction of the lupin alkaloids has been defined and involves sequential formation of the N1-C10 and C6-C7 bonds, which are common to compounds of this class of natural products. The generality of the approach is exemplified by the syntheses of (+)-cytisine, (±)-anagyrine, and (±)-thermopsine (see scheme). © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:2419 / 2423
页数:5
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