Issue 1, 2001

Fluorine-containing α-alkynyl amino esters and access to a new family of 3,4-dehydroproline analogues

Abstract

New α-alkynyl, α-CF3 amino esters have been prepared from electrophilic imines and used to produce 3-alkenyl-3,4-dehydroproline derivatives, [italic v (to differentiate from Times ital nu)]ia enyne metathesis with the precatalyst [Ru[double bond, length half m-dash]C[double bond, length half m-dash]C[double bond, length half m-dash]CPh2(Cl)(PCy3)(arene)]O3SCF3. These new conjugated fluorine-containing dienes are active substrates for the Diels–Alder reaction and lead to a new class of bicyclic amino esters.

Article information

Article type
Letter
Submitted
06 Sep 2000
Accepted
11 Oct 2000
First published
08 Dec 2000

New J. Chem., 2001,25, 16-18

Fluorine-containing α-alkynyl amino esters and access to a new family of 3,4-dehydroproline analogues

D. Sémeril, J. Le Nôtre, C. Bruneau, P. H. Dixneuf, A. F. Kolomiets and S. N. Osipov, New J. Chem., 2001, 25, 16 DOI: 10.1039/B007396M

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