✦ LIBER ✦
Cycloaddition reactions of λ-amino α,β-didehydro amino acid esters: a test case for the principle of 1,3-allylic strain
✍ Scribed by Manfred T Reetz; Frank Kayser; Klaus Harms
- Publisher
- Elsevier Science
- Year
- 1992
- Tongue
- French
- Weight
- 300 KB
- Volume
- 33
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
N,N-Dibenzylamino aldehydes, readily accessible from amino acids, can be converted into y-KN-dibenzylamino a$-didehydro amino acid esters without racemization; these undergo stereoselective Diels-Alder reactions and 13-dipolar cycloaddition with diazomethane, the sense of diastereoselectivity being opposite to that predicted by the conventional principle of 1.3-allylic strain.