Online article for Non-subscribers

Pay per view

Heterocycles has a pay-per-view service for Non-subscribers.
You will be able to directly purchase the full text article through PayPal.
Your purchased Paper can be downloaded after the payment is completed.
An e-mail will be sent the URL to download the paper.
If you have any questions, please contact:

Price: ¥ 4,400 (Yen only)
Period: This Article can be accessed for 7 days.

Communication | Special issue | Vol 28, No. 1, 1989, pp.89-92
Published online, 1st January, 1970
DOI: 10.3987/COM-88-S39
Concerted versus Stepwise Processes in Eliminative Fission of Oxacycles

Gwerydd Griffiths and Charles J. M. Stirling*

*Department of Chemistry, University College of North Wales, Bangor LL57 2UW, U.K.


2-Phenyleulphonylmethyloxetan (2a) has been synthesised and the kinetics of base promoted eliminative ring fission have been determined. The results show, by comparison with the behaviour of related substrates studied previously, that (i) the 3-ring:4-ring differential for concerted proceeees is much smaller than for stepwise processes, particularly those in which the extent of ring fission is large and (ii) the effect of-gem-dimethyl substitution (thorpe-Ingold effect) is to restrain ring fission but only to a small extent when compared with stepwise presses.