A PRACTICAL EX-CHIRAL-POOL SYNTHESIS OF BETA-PROLINE AND HOMO-BETA-PROLINE

Authors
THOMAS C ORECHER F GMEINER P
Citation
C. Thomas et al., A PRACTICAL EX-CHIRAL-POOL SYNTHESIS OF BETA-PROLINE AND HOMO-BETA-PROLINE, Synthesis, (10), 1998, pp. 1491-1496
Citations number
32
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthesis → ACNP
ISSN journal
00397881
Issue
10
Year of publication
1998
Pages
1491 - 1496
Database
ISI
SICI code
0039-7881(1998):10<1491:APESOB>2.0.ZU;2-C
Abstract
Starting from aspartic acid an efficient synthesis of enantiomerically pure beta-proline and homo-beta-proline is described. The key step of the synthesis includes formation of the l,4-bis-electrophile 6, follo wed by rearrangement via the aziridinium intermediate 7 and ring closu re to give the pyrrolidinium salt 9a which can serve as a common precu rsor for both target compounds.