LEWIS-ACID MEDIATED ADDITION OF 2-ACYL-1,3-DITHIANES TO ALPHA,BETA-UNSATURATED KETONES - SYNTHESIS OF CYCLOHEXENEDIONE MONO-DITHIOACETALS

Authors
PAGE PCB MARCHINGTON AP GRAHAM LJ HARKIN SA WOOD WW
Citation
Pcb. Page et al., LEWIS-ACID MEDIATED ADDITION OF 2-ACYL-1,3-DITHIANES TO ALPHA,BETA-UNSATURATED KETONES - SYNTHESIS OF CYCLOHEXENEDIONE MONO-DITHIOACETALS, Tetrahedron, 49(45), 1993, pp. 10369-10386
Citations number
23
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
49
Issue
45
Year of publication
1993
Pages
10369 - 10386
Database
ISI
SICI code
0040-4020(1993)49:45<10369:LMAO2T>2.0.ZU;2-1
Abstract
2-Acyl-1,3-dithianes undergo Lewis acid-mediated conjugate addition to alpha,beta-unsaturated ketones to provide 1,5-diketones which suffer base-catalyzed intramolecular aldol reaction to produce monodithioacet als of cyclohex-2-en-1,4-diones and cyclohex-3-en-1,2 diones.