GENERAL SYNTHETIC METHODS .2. REACTIONS OF 2-PHENYLTHIO-2-CYCLOALKENONES AND 2-[PHENYL(THIOMETHYL)]-2-CYCLOALKENONES - SYNTHESIS OF SOME USEFUL CHIRAL AND ACHIRAL INTERMEDIATES

Authors
VANKAR YD KUMARAVEL G BHATTACHARYA I VANKAR PS KAUR K
Citation
Yd. Vankar et al., GENERAL SYNTHETIC METHODS .2. REACTIONS OF 2-PHENYLTHIO-2-CYCLOALKENONES AND 2-[PHENYL(THIOMETHYL)]-2-CYCLOALKENONES - SYNTHESIS OF SOME USEFUL CHIRAL AND ACHIRAL INTERMEDIATES, Tetrahedron, 51(16), 1995, pp. 4829-4840
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
51
Issue
16
Year of publication
1995
Pages
4829 - 4840
Database
ISI
SICI code
0040-4020(1995)51:16<4829:GSM.RO>2.0.ZU;2-Y
Abstract
The allyl acetates derived from 2-phenylthio-2-cyclopentenone, 2-pheny lthio-2-cyclohexenone, 2-phenylthio(methyl)]-2-cyclopentenone and 2-[p henylthio(methyl)]-2-cyclohexenone have been hydrolysed by pig liver a cetone powder to obtain the corresponding alcohols in optically pure f orm. palladium catalysed alkylations with diethyl malonate have been f ound to take place with the allyl acetates having a vinyl sulfide moie ty whereas 2-phenylthio-2-cyclopentenone and 2-[phenylthio(methyl)]-2- cyclohexenone are transformed into some highly functionalised sulfur c ontaining intermediates.