HETEROCYCLIC SYNTHESIS BY C-C BOND FORMATION - TETRAHYDROFURAN AND TETRAHYDROPYRAN SYNTHESIS VIA OXONIUM ION-MEDIATED CYCLIZATION REACTIONS

Authors
CRAIG D KING NP SHAW AN
Citation
D. Craig et al., HETEROCYCLIC SYNTHESIS BY C-C BOND FORMATION - TETRAHYDROFURAN AND TETRAHYDROPYRAN SYNTHESIS VIA OXONIUM ION-MEDIATED CYCLIZATION REACTIONS, Tetrahedron letters, 38(49), 1997, pp. 8599-8602
Citations number
8
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
49
Year of publication
1997
Pages
8599 - 8602
Database
ISI
SICI code
0040-4039(1997)38:49<8599:HSBCBF>2.0.ZU;2-O
Abstract
Dimethyl(methylthio)sulfonium tetrafluoroborate triggers ionisation an d cyclisation of hemithioacetals 3 to give tetrahydrofurans 8-11 in go od yields and stereoselectivities. The homologous sulfone analogues 17 give tetrahydropyrans on treatment with ethylaluminium dichloride. (C ) 1997 Elsevier Science Ltd.