Synthesis of 4-hydroxypiperidines containing a quaternary stereocenter by aza-Prins cyclization

被引：1

作者：

Le Roch, Myriam ^{[1
]}

Gouault, Nicolas ^{[1
]}

Renault, Jacques ^{[1
]}

Argouarch, Gilles ^{[1
]}

Roisnel, Thierry ^{[1
]}

Banik, Swarnayu ^{[2
]}

Reddy, B. V. Subba ^{[2
]}

Lalli, Claudia ^{[1
]}

机构：

[1] Univ Rennes, CNRS, UMR 6226, ISCR, F-35000 Rennes, France

[2] CSIR, IICT, Fluoro Agrochem Div, Hyderabad 500007, India

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2025年 / 23卷 / 07期

关键词：

ASYMMETRIC-SYNTHESIS; NATURAL-PRODUCTS; ACID; CONSTRUCTION; PIPERIDINES; POTENT;

D O I：

10.1039/d4ob01807a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A straightforward and highly diastereoselective synthesis of cis-4-hydroxypiperidines is presented. This method allows access to C2 and C4 substituted piperidines, bearing a tetrasubstituted carbon stereocenter at C4. gem-Disubstituted homoallylic amines and ketoaldehydes as carbonyl partners have been rarely used in aza-Prins cyclizations, expanding the scope of this reaction.

引用

页码：1644 / 1652

页数：9

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