Novel Strategies for the Synthesis of Peptides containing Cis- or Trans-β-Aminocyclopropane-carboxylic Acids

Synlett

Volumn 1997, Issue 7, 1997, Pages 827-829

  Bubert, Christian ^a   Cabrele, Chiara ^a   Reiser, Oliver ^a,b  

^a UNIVERSITY OF GÖTTINGEN   (Germany)

^b UNIVERSITY OF STUTTGART   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000318505     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1997-5747     Document Type: Article

References (16)

1. (a) Seebach, D.; Overhand, M.; Kühnle, F. N. M.; Martinoni, B.; Oberer, L.; Hommel, U.; Widmer, H. Helvetica Chim. Acta 1996, 1996, 913-41.
2. (b) Lombardi, A.; Saviano, M.; Nastri, P.; Maglio, O.; Mazzeo, M.; Isernia, C.; Paolillo, L.; Pavone, V. Biopolymers 1996, 38, 693.
3. (a) Apella, D.; Christianson, L. A.; Karle, I. L.; Powell, D. R.; Gellman, S. H. J. Am. Chem. Soc. 1996, 118, 13071-72.
4. (b) Iverson, B. L. Nature 1997, 385, 113-14.
5. (a) Paulini, K.; Reißig, H.-U. Liebigs Ann. Chem. 1991, 455-461.
6. (b) Cannon, J. G.; Garst, J. E. J. Org. Chem. 1975, 40, 182-184.
7. (c) Shroff, C. C.; Stewart, W. S.; Uhm, S. J.; Wheeler, J. W. J. Org. Chem. 1971, 22, 3356-3361.
8. (a) Paulini, K.; Reißig, H.-U. Liebigs Ann. Chem. 1994, 549-554.
9. (b) Voigt, J.; Noltemeyer, M.; Reiser, O. Synlett 1997, 202-204.
10. Tammy, S. R.; Grossmann, J.; Fowler, F. J. Am. Chem. Soc. 1972, 94, 6495-6501.
11. 2 can be obtained enantiomerically pure by enzymatic resolution. C. Cabrele, O. Vielhauer, M. Pietzsch, O. Reiser, unpublished results.
12. Dalcanale, E.; Montanari, F. J. Org. Chem. 1986, 51, 567-69.
13. (a) Bubert, C.; Voigt, J.; Biasetton, S.; Reiser, O. Synlett 1994, 675-677.
14. (b) Schreiber, S. L.; Claus, R. E.; Reagan, J. Tetrahedron Lett. 1982, 23, 3867-3870.
15. f = 0.21; 1.611 g, 88%) as a colorless oil.
16. quat,