Reaktionen der Trialkylsilyl-trifluormethansulfonate, X. N-(Trifluoracetyl)-α,β-didehydro-α-aminosäureester durch Trimethylsilanol-Eliminierung aus 2-[(Trifluoracetyl)amino]-3-(trimethylsiloxy)carbonsäureestern
✍ Scribed by Seethaler, Toni ;Simchen, Gerhard
- Publisher
- John Wiley and Sons
- Year
- 1991
- Tongue
- English
- Weight
- 673 KB
- Volume
- 1991
- Category
- Article
- ISSN
- 0947-3440
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✦ Synopsis
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 Trimethylsilanol
α‐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.