AN ENANTIOMERICALLY PURE EPOXYORGANOLITHIUM REAGENT FOR THE SYNTHESISOF OLIGO(TETRAHYDROFURANS) BY AN EPOXIDE-CASCADE REACTION

Authors
KOERT U WAGNER H STEIN M
Citation
U. Koert et al., AN ENANTIOMERICALLY PURE EPOXYORGANOLITHIUM REAGENT FOR THE SYNTHESISOF OLIGO(TETRAHYDROFURANS) BY AN EPOXIDE-CASCADE REACTION, Tetrahedron letters, 35(41), 1994, pp. 7629-7632
Citations number
26
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
41
Year of publication
1994
Pages
7629 - 7632
Database
ISI
SICI code
0040-4039(1994)35:41<7629:AEPERF>2.0.ZU;2-M
Abstract
Enantiomerically pure oligo(tetrahydrofurans) 17 and 18 have been prep ared using an epoxide cascade reaction. The polyepoxide precursors 13 and 14 were synthesized using the enantiomerically pure epoxyorganolit hium reagent 3. Thus, addition of 3 to the THF aldehyde 11 gave alcoho l 12 with a high Cram selectivity of 95:5.