Carbamate-directed hydroboration: Enantioselective synthesis of the excitatory amino acid 1-aminocyclopentane-1,3-dicarboxylic acid

Tetrahedron Letters

Volumn 39, Issue 20, 1998, Pages 3357-3358

  Hodgson, David M ^a   Thompson, Alison J ^a   Wadman, Sjoerd ^b  

^a UNIVERSITY OF OXFORD   (United Kingdom)

^b GLAXOSMITHKLINE   (United Kingdom)

Author keywords

Amino acids and derivatives; Carbamates; Cycloalkenes; Hydroboration

Indexed keywords

1 AMINO 1,3 CYCLOPENTANEDICARBOXYLIC ACID; CARBAMIC ACID DERIVATIVE; EXCITATORY AMINO ACID;

AMINO ACID ANALYSIS; ARTICLE; CHEMICAL REACTION KINETICS; DRUG SYNTHESIS; HYDROLYSIS; STEREOCHEMISTRY; STRUCTURE ANALYSIS;

EID: 0032516358     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00490-0     Document Type: Article

References (9)

1. [1] Hoveyda AH, Evans DA, Fu GC. Chem. Rev. 1993;93:1307-1370.
2. [2] Previous syntheses: (a) Curry K, Peet MJ, Magnuson DSK, McLennan H. J. Med. Chem. 1988;31:864-867;
3. (b) Trigalo F, Buisson D, Azerad R. Tetrahedron Lett. 1988;29:6109-6112;
4. (c) Ma D, Ma J, Dai L. Tetrahedron: Asymmetry 1997;8:825-827.
5. [3] (a) Paulsen H, Maaß U. Chem. Ber. 1981; 114, 346-358;
6. (b) Deprés J-P, Greene AE. J. Org. Chem. 1984;49:928-931.
7. [4] Schirlin D, Altenburger J-M. Synthesis 1995:1351-1352.
8. [5] Portoghese PS, Sepp DT. Tetrahedron 1973;29:2253-2256.
9. [6] Brown HC, Ramachandran PV. J. Organomet. Chem. 1995;500:1-19.