Enantioselective total syntheses of indolizidine alkaloids (-)-205A and (-)-235B

Enantioselective total syntheses of indolizidine alkaloids (-)-205A and (-)-235B
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DOI:
10.1021/jo00016a013
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发表时间:
1990-07
影响因子:
3.6
通讯作者:
R. Polniaszek;S. E. Belmont
R. Polniaszek;S. E. Belmont
中科院分区:
化学2区
文献类型:
--
作者:
R. Polniaszek;S. E. Belmont

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本文报道了吲哚里西啶生物碱167 B和209 D的对映选择性全合成。合成过程通过一个常见的后期中间体氨基腈8进行。每种生物碱都是由(S)-(−)-α-苯乙胺经10步反应制备的,总收率约为23%。这些材料的构型通过一维和二维NMR实验的组合来确定
Enantioselective total syntheses of the indolizidine alkaloids 167B and 209D are described. The syntheses proceed via a common late-stage intermediate, amino nitrile 8. Each alkaloid was prepared in 10 steps and approximately 23% overall yield from (S)-(−)-α-phenethylamine. The configurations of these materials were determined by a combination of one- and two-dimensional NMR experiments