A Short Synthesis of Vellosimine and Its Derivatives

被引：2

作者：

Chatinovska, Barbara ^{[1
]}

Gegevicius, Rokas ^{[1
]}

Orentas, Edvinas ^{[1
]}

机构：

[1] Vilnius Univ, Inst Chem, Dept Organ Chem, LT-03225 Vilnius, Lithuania

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 13期

关键词：

STEREOSPECIFIC TOTAL-SYNTHESIS; INDOLE ALKALOIDS; SARPAGINE ALKALOIDS; GENERAL-APPROACH;

D O I：

10.1021/acs.joc.3c00905

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Rapid access to both enantiomers of vellosimine and itsderivativesis secured from a readily affordable C (2)-symmetric 9-azabicyclo[3.3.1]nonane precursor available in bothenantiomeric forms. The strategy reported leverages desymmetrizationvia intramolecular cyclization used to assemble the key intermediatewith two differentiated carbonyl groups. Late-stage site selectiveindolization enables a concise synthesis of vellosimines and a straightforwarddiversification of the alkaloid scaffold.

引用

页码：9569 / 9573

页数：5

共 18 条

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