(1R/S,7aS/R)-1-苄基-1-[2,8-双(三氟甲基)喹啉-4-基]-六氢恶唑并[3,4-a]吡啶-3-酮

IF 0.6 Q4 CHEMISTRY, ORGANIC

Molbank Pub Date : 2023-12-30 DOI:10.3390/m1756

Dawid J Kucharski, Przemysław J. Boratyński

引用次数: 0

摘要

威廉姆森尝试对 Boc-甲氟喹进行醚化反应，意外地对甲氟喹衍生物进行了非对映选择性 C-烷基化反应，收率高达 57%。多米诺反应涉及噁唑烷酮的闭环、去质子化和立体选择性碳-碳键形成。二维核磁共振实验证实了这一结构。

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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(1R/S,7aS/R)-1-Benzyl-1-[2,8-bis(trifluoromethyl)quinolin-4-yl]-hexahydro-oxazolo[3,4-a]pyridin-3-one

An unexpected diastereoselective C-alkylation of a mefloquine derivative in up to 57% yield was the result of an attempted Williamson etherification of Boc-mefloquine. The domino reaction involved oxazolidinone ring closure, deprotonation, and stereoselective carbon–carbon bond formation. The structure was confirmed with 2D NMR experiments.

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来源期刊

Molbank Chemistry-Physical and Theoretical Chemistry

CiteScore

0.70

自引率

33.30%

发文量

174

审稿时长

11 weeks

期刊介绍： •organic synthesis •biosynthesis •extraction and purification •natural product derivatives •structural elucidation (X-ray crystallography, NMR, etc.)