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A new route to heterocyclic α-dehydro α-amino esters

✍ Scribed by J.P. Bazureau; J. Le Roux; M. Le Corre

Publisher
Elsevier Science
Year
1988
Tongue
French
Weight
102 KB
Volume
29
Category
Article
ISSN
0040-4039

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✦ Synopsis

Heterocyclic a-dehydroo -amino esters are obtained by the reaction of ethyl N-carbomethoxy oxamate with whalogened phosphorus ylids.

In the preceding paper (l), we reported a novel synthesis of cr-dehydro Q -amino esters by condensation of phophorus ylids with t-butoxalyl iminoether. In this paper, we wish to describe a novel procedure for synthesizing heterocyclic a-dehydro o-amino esters from ethyl N-carbomethoxy oxamate 3.

-Ethyl N-carboethoxy oxamate has been prepared from ethoxalyl chloride and ethyl carbamate (2) but the yield was rather low. We give herein a general procedure which may be adapted for the preparation of all ethyl N-carboalkoxy oxamates. This method is based on the use of the intermediate ethoxalyl isocyanate 2 (3) :

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