Stereocontrolled synthesis of 2,4,5-trisubstituted tetrahydropyrans

被引：71

作者：

Al-Mutairi, EH

Crosby, SR

Darzi, J

Harding, JR

Hughes, RA

King, CD

Simpson, TJ

Smith, RW

Willis, CL

机构：

[1] Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England

[2] AstraZeneca UK Ltd, Macclesfield SK10 4TG, Cheshire, England

来源：

CHEMICAL COMMUNICATIONS | 2001年 / 09期

关键词：

D O I：

10.1039/b101414p

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Cyclisation of homoallylic acetals under acidic conditions leads to the formation of 2,4,5-trisubstituted tetrahydropyrans with the creation of two new asymmetric centres with excellent stereocontrol. By varying the acid and the nucleophile, the reaction may be adapted for the preparation of 2,4,5-trisubstituted tetrahydropyrans with either a halide, alcohol, acetate or amide at C-4.

引用

页码：835 / 836

页数：2