A stereocontrolled synthesis of trans-alkene isosteres of dipeptides
β Scribed by Andreas Spaltenstein; Philip A Carpino; Fumio Miyake; Paul B Hopkins
- Publisher
- Elsevier Science
- Year
- 1986
- Tongue
- French
- Weight
- 279 KB
- Volume
- 27
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
A general synthetic route to trans-alkene isosteres of protected dipeptides is reported. This sequence permits the fully stereocontrolled preparation of these isosteres in optically active form and in quantities sufficient for further biological study. Prepared in this manner were alkene isosteres of TyrAla. PhePhe. and LeuLeu.
π SIMILAR VOLUMES
A simple, stel'eoc~ntrollod synthesis of monofluoro ketomethylene dipeptide isosteres has been developed. The method is short (6 sleps) and diastereoselective (85-95% de) and enantioselective (>95% ee).