Total synthesis of stemoamide from succinimide

IF 2.2 3区化学 Q2 CHEMISTRY, ORGANIC

Tetrahedron Pub Date : 2025-09-07 DOI:10.1016/j.tet.2025.134928

Suresh N. Borde, Kavirayani R. Prasad

引用次数: 0

Abstract

Total synthesis of stemona alkaloid stemoamide was accomplished from succinimide in a 10-step sequence with 4.9 % overall yield. Key transformation in the sequence is a Mukaiyama addition reaction of silyl enol ether prepared from an alkynone to N-acyl iminium ion obtained from N-allyl succinimide and further elaboration to the title compound.

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琥珀酰亚胺合成蒸汽酰胺的研究

以琥珀酰亚胺为原料，经10步合成了藤草生物碱茎酰胺，总收率为4.9%。序列中的关键转化是由炔酮制备的硅烯醇醚与n -烯丙基琥珀酰亚胺得到的n -酰基亚胺离子的Mukaiyama加成反应，并进一步细化为标题化合物。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Tetrahedron 化学-有机化学

CiteScore

3.90

自引率

4.80%

发文量

439

审稿时长

34 days

期刊介绍： Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.