Hydrazones as Substrates in the Synthesis of Isoxazolidines via a KOH-Promoted One-Pot Three-Component Cycloaddition with Nitroso Compounds and Olefins

被引：12

作者：

Zhai, Pingan ^{[1
]}

Li, Wenhui ^{[1
]}

Lin, Jianying ^{[1
]}

Li, Xing ^{[1
]}

Wei, Wen-Long ^{[1
]}

Chen, Wenwen ^{[2
]}

机构：

[1] Taiyuan Univ Technol, Coll Biomed Engn, Taiyuan 030024, Peoples R China

[2] Shanxi Normal Univ, Sch Chem & Mat Sci, Linfen 041004, Shanxi, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2021年 / 86卷 / 24期

关键词：

ASYMMETRIC 1,3-DIPOLAR CYCLOADDITION; BICYCLIC ISOXAZOLIDINES; ACCESS; ANNULATION; CASCADE; SELECTIVITY; CONSTRUCTION; ENHANCEMENT; SOLVENT; AMIDES;

D O I：

10.1021/acs.joc.1c01994

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Hydrazones have been employed as the starting materials in a KOH-mediated one-pot three-component cyclo-addition with readily accessible nitroso compounds and olefins to construct various isoxazolidines. Compared with diazo compounds as starting materials, this methodology could afford a wider range of products in good to excellent yields and diastereoselectivities for most substrates, and hydrazones are cheaper, more accessible, and safer substrates. The experimental study shows that suitable hydrazones is crucial.

引用

页码：17710 / 17721

页数：12

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