Intramolecular [3+2] nitrone cycloaddition reaction: highly regio and diastereoselective synthesis of bicyclo[3.2.1]octane scaffolds

被引：5

作者：

Bakthadoss, Manickam ^{[1
]}

Mushaf, Mohammad ^{[1
]}

机构：

[1] Pondicherry Univ, Dept Chem, Pondicherry 605014, India

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2020年 / 18卷 / 47期

关键词：

X=Y-ZH SYSTEMS; POTENTIAL 1,3-DIPOLES; N; N-DISUBSTITUTED HYDROXYLAMINES; STEREOSELECTIVE-SYNTHESIS; HYDROGEN-PEROXIDE; CLASS-2; PROCESSES; STERIC FACTORS; DERIVATIVES; CONSTRUCTION; GENERATION;

D O I：

10.1039/d0ob01960g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A regio and diastereoselective strategy has been developed for the synthesis of complex bicyclo[3.2.1]octane scaffolds from the reaction of readily accessible vinylogous carbonates with N-substituted hydroxylamine hydrochlorides via intramolecular 1,3-dipolar nitrone cycloaddition reaction. Wide varieties of bicyclic isoxazolidines were synthesized in high yields under catalyst free conditions through a highly efficient and operationally simple protocol.

引用

页码：9653 / 9659

页数：7

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