Allylsilanes in organic synthesis; stereoselective synthesis of trans-alkene peptide isosteres
โ Scribed by Matthew J. Daly; Richard A. Ward; David F. Thompson; Garry Procter
- Publisher
- Elsevier Science
- Year
- 1995
- Tongue
- French
- Weight
- 247 KB
- Volume
- 36
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
๐ SIMILAR VOLUMES
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 o
The ester-allylsilanes ( 5) and ( 6) and the acid-allylsilane (7) react stereoselectively with m-CPBA; the major product from ( 5) and ( 7) was the y-lactone (4), whereas (6) failed to undergo lactonisation, the major product in this case was the P,wpoxy-silane (12).