Reactions of 2-phenylthio-2-cycloalkenones and 2-[phenyl(thiomethyl)]-2-cycloalkenones: synthesis of some useful chiral and achiral intermediates

Vankar, Yashwant D. ; Kumaravel, G. ; Bhattacharya, Indrani ; Vankar, Padma S. ; Kaur, Kamaljit (1995) Reactions of 2-phenylthio-2-cycloalkenones and 2-[phenyl(thiomethyl)]-2-cycloalkenones: synthesis of some useful chiral and achiral intermediates Tetrahedron, 51 (16). pp. 4829-4840. ISSN 0040-4020

Full text not available from this repository.

Official URL: http://www.sciencedirect.com/science/article/pii/0...

Related URL: http://dx.doi.org/10.1016/0040-4020(95)00168-8

Abstract

The allyl acetates derived from 2-phenylthio-2-cyclopentenone, 2-phenylthio-2-cyclohexenone, 2-phenylthio(methyl)]-2-cyclopentenone and 2-[phenylthio(methyl)]-2-cyclohexenone have been hydrolysed by pig liver acetone powder to obtain the corresponding alcohols in optically pure form. Palladium catalysed alkylations with diethyl malonate have been found to take place with the allyl acetates having a vinyl sulfide moiety whereas 2-phenylthio-2-cyclopentenone and 2-[phenylthio(methyl)]-2-cyclohexenone are transformed into some highly functionalised sulfur containing intermediates.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
ID Code:58309
Deposited On:31 Aug 2011 06:35
Last Modified:31 Aug 2011 06:35

Repository Staff Only: item control page