Email Discussion: 23: The 1st mechanism Joao Aires de Sousa
Email Discussion: Paper 23 (Dr. Sweeeny) Andreas Gypser
Email Discussion: Paper 23: http://www.ch.ic.ac.uk/ectoc/papers/sweeney/ Dr J M Goodman
Email Discussion: Re: 23: The 1st mechanism Jo Sweeney
Email Discussion: Comment on hydroxyselenation paper Jo Sweeney
Email Discussion: Poster 23 Jo Sweeney
Email Discussion: Paper 23 (Jo Sweeney) Steve Marsden
Email Discussion: Poster 23 (fao Steve Marsden) Jo Sweeney


What's Going On in Hydroxyselenation of Acetoxycyclohexene?

J.B.Sweeney

School of Chemistry, Bristol University, Cantock's Close, Bristol UK BS8 1TS


A pseudo axial conformation for the reactant would therefore give an all trans product.

In fact, the observed product is the cis 2-hydroxy-3-acetoxy system. We conclude that the pesudo-equatorial conformer is therefore more reactive.

Once again, therefore the pseudo equatorial conformer is more reactive. However, there is no face selectivity in selenenylation.
WHY?

We suggest there are two reactions occuring, at roughly the same rate.

WHAT DO YOU THINK?


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