A NEW CHIRAL ALPHA-AMINO-ACID WITH ONLY AXIAL DISSYMMETRY - SYNTHESISAND X-RAY-ANALYSIS OF A 1,1'-BINAPHTHYL-SUBSTITUTED ALPHA-AMINOISOBUTYRIC-ACID (BIN) AND OF ITS BIPHENYL ANALOG (BIP)

Authors
MAZALEYRAT JP GAUCHER A WAKSELMAN M TCHERTANOV L GUILHEM J
Citation
Jp. Mazaleyrat et al., A NEW CHIRAL ALPHA-AMINO-ACID WITH ONLY AXIAL DISSYMMETRY - SYNTHESISAND X-RAY-ANALYSIS OF A 1,1'-BINAPHTHYL-SUBSTITUTED ALPHA-AMINOISOBUTYRIC-ACID (BIN) AND OF ITS BIPHENYL ANALOG (BIP), Tetrahedron letters, 37(17), 1996, pp. 2971-2974
Citations number
26
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
17
Year of publication
1996
Pages
2971 - 2974
Database
ISI
SICI code
0040-4039(1996)37:17<2971:ANCAWO>2.0.ZU;2-7
Abstract
Racemic as well as optically pure 1,1'-binaphthyl-substituted alpha-am inoisobutyric acid (Bin), a new chiral atropoisomeric alpha,alpha-disu bstituted glycine, and its biphenyl analogue (Bip), have been prepared by bis-alkylation of a glycine tert-butyl ester Schiff base. The free aminoacids Bin and Bip, as well as their C- and/or N-protected deriva tives have been obtained. X-ray analysis of H-Bip-OtBu and H-(S)Bin-OH is presented. (C) 1996 Elsevier Science Ltd