Asymmetric synthesis of bicyclic α-amino acids by a Diels-Alder reaction to a new chiral α,β-didehydroalanine derivative

Tetrahedron Asymmetry

Volumn 10, Issue 5, 1999, Pages 821-825

  Chinchilla, Rafael ^a   Falvello, Larry R ^b   Galindo, Nuria ^a   Nájera, Carmen ^a  

^a UNIVERSITY OF ALICANTE   (Spain)

^b UNIVERSITY OF ZARAGOZA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

ALANINE DERIVATIVE; ALPHA AMINO ACID;

AMINO ACID SYNTHESIS; ARTICLE; CHIRALITY; HYDROLYSIS; METHYLATION; MOLECULAR INTERACTION; PRIORITY JOURNAL;

EID: 0033548359     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(99)00061-0     Document Type: Article

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24. 13C NMR, IR, MS)
25. 2).
26. 3. Full structural details have been deposited with the Cambridge Crystallographic Data Centre.
27. Prepared from racemic hydrochloride 10, which was obtained in 85% yield by reaction of α-bromoisovalerophenone with the potassium salt of N-Boc-protected glycine in DMF, followed by HCl(g)/AcOEt deprotection.
28. LUMO=-0.33 eV (Hyperchem 5.0 from Hypercube Inc.).
29. 2).
30. 2O).