Heterocyclic synthesis by C-C bond formation. Tetrahydrofuran and tetrahydropyran synthesis via oxonium ion-mediated cyclisation reactions

被引:9
作者
Craig, D [1 ]
King, NP [1 ]
Shaw, AN [1 ]
机构
[1] SMITHKLINE BEECHAM PHARMACEUT LTD,WELWYN GARDEN CIT AL6 9AR,HERTS,ENGLAND
基金
英国工程与自然科学研究理事会;
关键词
D O I
10.1016/S0040-4039(97)10294-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Dimethyl(methylthio)sulfonium tetrafluoroborate triggers ionisation and cyclisation of hemithioacetals 3 to give tetrahydrofurans 8-11 in good yields and stereoselectivities. The homologous sulfone analogues 17 give tetrahydropyrans on treatment with ethylaluminium dichloride. (C) 1997 Elsevier Science Ltd.
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页码:8599 / 8602
页数:4
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