USE OF N-BOC-TERT-BUTYLDIMETHYLSILYLOXYPYRROLE IN HIGHLY DIASTEREOSELECTIVE ALDOL REACTION

Authors
PICHON M JULLIAN JC FIGADERE B CAVE A
Citation
M. Pichon et al., USE OF N-BOC-TERT-BUTYLDIMETHYLSILYLOXYPYRROLE IN HIGHLY DIASTEREOSELECTIVE ALDOL REACTION, Tetrahedron letters, 39(13), 1998, pp. 1755-1758
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
13
Year of publication
1998
Pages
1755 - 1758
Database
ISI
SICI code
0040-4039(1998)39:13<1755:UONIHD>2.0.ZU;2-8
Abstract
(+)-Amino-muricatacin, a non natural aza-analogue of the bioactive ann onaceous acetogenin muricatacin was prepared with >99 % d.e. and 68 % e.e., by addition of N-Boc-tertbutyldimethylsilyloxypyrrole (TBSOP) on achiral tridecanal in the presence of (R)-1,1'-Bi-2-naphtol (Binol), followed by hydrogenation and N-Boc removal protecting group. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.