STEREOSELECTIVE SYNTHESIS OF HYDROXYINDOLIZIDINES VIA SPARTEINE-ASSISTED DEPROTONATION OF N-BOC-PYRROLIDINE

Authors
MAJEWSKI M SHAO JX NELSON K NOWAK P IRVINE NM
Citation
M. Majewski et al., STEREOSELECTIVE SYNTHESIS OF HYDROXYINDOLIZIDINES VIA SPARTEINE-ASSISTED DEPROTONATION OF N-BOC-PYRROLIDINE, Tetrahedron letters, 39(38), 1998, pp. 6787-6790
Citations number
22
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
38
Year of publication
1998
Pages
6787 - 6790
Database
ISI
SICI code
0040-4039(1998)39:38<6787:SSOHVS>2.0.ZU;2-9
Abstract
Three diastereoisomers of 1-deoxycastanospermine were synthesized in e nantiomerically pure form. The key step in the synthesis involved reac tion of lithiated N-Boc-pyrrolidine in the presence of sparteine with a chiral building block derived from tartaric acid. (C) 1998 Elsevier Science Ltd. All rights reserved.