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
收藏
页码：9653 / 9659
页数：7
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