Stereoselective elaboration of side chain residues in cyclopropane-containing dipeptide isosteres

Authors
Martin, SF Hom, RK
Citation
Sf. Martin et Rk. Hom, Stereoselective elaboration of side chain residues in cyclopropane-containing dipeptide isosteres, TETRAHEDR L, 40(15), 1999, pp. 2887-2890
Citations number
7
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
15
Year of publication
1999
Pages
2887 - 2890
Database
ISI
SICI code
0040-4039(19990409)40:15<2887:SEOSCR>2.0.ZU;2-Q
Abstract
A variety of alkyl, substituted alkyl, and aryl side chain residues in cycl opropane-containing dipeptide isosteres were introduced by the highly diast ereoselective (dr greater than or equal to 20:1) additions of organolithium or Grignard reagents to N, N-dimethylhydrazone 6. The resulting hydrazines were transformed into the corresponding N-Boc-protected amines with little or no stereochemical erosion. (C) 1999 Elsevier Science Ltd. All rights re served.