Asymmetric Heck cyclization route to indolizidine and azaazulene alkaloids: synthesis of (+)-5-epiindolizidine 167B and indolizidine 223AB

Authors
Kiewel, K Tallant, M Sulikowski, GA
Citation
K. Kiewel et al., Asymmetric Heck cyclization route to indolizidine and azaazulene alkaloids: synthesis of (+)-5-epiindolizidine 167B and indolizidine 223AB, TETRAHEDR L, 42(38), 2001, pp. 6621-6623
Citations number
26
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
38
Year of publication
2001
Pages
6621 - 6623
Database
ISI
SICI code
0040-4039(20010917)42:38<6621:AHCRTI>2.0.ZU;2-#
Abstract
Asymmetric intramolecular Heck cyclization of endocyclic enamides occurs at room temperature to give indoloizidine and azaazulene ring systems in up t o 86% enantiomeric excess. A synthesis of (+)-epiindolizidine 167B and form al synthesis of 5E,9Z-indolizidine 223AB is described. (C) 2001 Elsevier Sc ience Ltd. All rights reserved.