The synthesis of mono- and bicyclic ethers via acid catalysed ring-opening cyclisation of tetrahydropyranyl ether derivatives

被引:10
作者
Dixon, DJ [1 ]
Ley, SV [1 ]
Tate, EW [1 ]
机构
[1] Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2000年 / 12期
关键词
D O I
10.1039/a909302h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A range of monocyclic and bicyclic alkenols were synthesised via acid catalysed ring-opening cyclisation of homoallylic tetrahydropyranyl ether derivatives in excellent yield. Upon palladium catalysed hydrogenation these products were reduced with excellent diastereoselectivity to the corresponding saturated cyclic alcohols in essentially quantitative yield.
引用
收藏
页码:1829 / 1836
页数:8
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