Formation of Substituted Tetrahydropyrans through Oxetane Ring Opening: Application to the Synthesis of C1-C17 Fragment of Salinomycin

被引：38

作者：

Yadav, J. S. ^{[1
,2
]}

Singh, Vinay K. ^{[1
,2
]}

Srihari, P. ^{[2
]}

机构：

[1] CSIR Indian Inst Chem Technol, Acad Sci & Innovat Res, Hyderabad 500007, Andhra Pradesh, India

[2] CSIR Indian Inst Chem Technol, Div Nat Prod Chem, Hyderabad 500007, Andhra Pradesh, India

来源：

ORGANIC LETTERS | 2014年 / 16卷 / 03期

关键词：

POLYETHER ANTIBIOTIC SALINOMYCIN; STEREOCONTROLLED TOTAL-SYNTHESIS; ASYMMETRIC ALDOL ADDITIONS; N-ACYL OXAZOLIDINONES; NATURAL-PRODUCTS; CHIRAL SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; SEX-PHEROMONE; OXAZOLIDINETHIONES; CONVERGENT;

D O I：

10.1021/ol403604u

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The stereoselective synthesis of C1-C17 fragment of salinomycin is achieved. The strategy employs a desymmetrization approach and utilizes an intramolecular oxetane opening reaction with O-nucleophile to result in the tetrahydropyran skeleton as the key step.

引用

页码：836 / 839

页数：4

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