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
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
收藏
页码:835 / 836
页数:2
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