ISSN:
0170-2041
Keywords:
α-Amino-β-(trimethylsiloxy)carboxylic acid esters, β-elimination
;
α,β-Didehydro α-amino acid esters
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Reactions of Trialkylsilyl Trifluoromethanesulfonates, X. - N-(Trifluoroacetyl)-α,β-didehydro-α-amino Carboxylic Acid Esters from 2-(Trifluoroacetyl)amino]-3-(trimethylsiloxy)carboxylic Acid Esters by Elimination of Trimethylsilanolα-Amino-β-(trimethylsiloxy)carboxylates 4 are obtained by trimethylsiloxy alkylation of the ketene acetal 1 with aldehydes 2 in the presence of trimethylsilyl triflate (3). β-Elimination of trimethylsilanol from the esters 4 by means of trifluoroacetic acid anhydride (8) or methanesulfonic acid anhydride (15) yields (Z)-didehydro amino acid esters 7. The course of the elimination reaction is studied.
Additional Material:
8 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199119910103
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