Re: tojc----epoxides

normanbj@plu.edu
Fri, 06 Dec 1996 19:28:45 -0800 (PST)

the mechanism for hte formation of the reaction is a fairly strange one
incolving RCO3H adis attacking an alkene forming an oxirane which looks
like
O
/ \
- C------C-
the reactions with epoxides are a lot like Br2 reactions because the first
Br that attaches forms a ring with two carbons just like the epoxide.
Like a Br2 reactions, the second thing to attack is a nucleophile which
attacks either one of the C atoms. The O then goes to the other C atom
that is not being attacked and it forms anti to the nucleophile. I'd show
the mechanism, but hey, the keys on my keyboard don't have curly arrowed
notation!

On Fri, 6 Dec 1996 LATHAMKL@plu.edu wrote:

> I'm still a little (well, a lot) confused on the formation of
epoxides. Could
> someone explain the stereochemistry of their formation, and how that relates to
> the stereochemistry of any products formed from epoxides. Thanks, >Kristin
>