A convenient route to enantiomerically pure bicyclo[4.3.0]nonanes from sugar allyltin derivatives

Authors
Jarosz, S Skora, S
Citation
S. Jarosz et S. Skora, A convenient route to enantiomerically pure bicyclo[4.3.0]nonanes from sugar allyltin derivatives, TETRAHEDR-A, 11(6), 2000, pp. 1425-1432
Citations number
17
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
11
Issue
6
Year of publication
2000
Pages
1425 - 1432
Database
ISI
SICI code
0957-4166(20000407)11:6<1425:ACRTEP>2.0.ZU;2-S
Abstract
Tandem Wittig-type Diels-Alder reactions between sugar derived phosphonates and dienoaldehydes obtained from sugar allyltins lead, with high stereosel ectivity, to complex oxygenated perhydroindene derivatives with the trans j unction between the five- and six-membered rings. The configuration at the newly created stereogenic centers in such bicyclo[4.3.0] systems may be mon itored by the geometry of chiral phosphonates. (C) 2000 Elsevier Science Lt d. All rights reserved.