Asymmetric approaches to 2-hydroxymethylquinuclidine derivatives

Authors
Lygo, B Crosby, J Lowdon, T Wainwright, PG
Citation
B. Lygo et al., Asymmetric approaches to 2-hydroxymethylquinuclidine derivatives, TETRAHEDRON, 55(9), 1999, pp. 2795-2810
Citations number
27
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
55
Issue
9
Year of publication
1999
Pages
2795 - 2810
Database
ISI
SICI code
0040-4020(19990226)55:9<2795:AAT2D>2.0.ZU;2-3
Abstract
Highly enantio- and diastereoselective routes to 2-hydroxymethylquinuclidin es have been developed. Key steps involve the use of Sharpless dihydroxylat ion or Sharpless epoxidation to introduce the asymmetry with high stereocon trol, and formation of the quinuclidine ring systems via cyclisation of epo xy amines. (C) 1999 Elsevier Science Ltd. All rights reserved.