Homochiral Matching in the Diels-Alder Clyclodimerization 2-Vinyl-7-Oxabicyclo[2.2.1]Hept-2-Ene Derivatives
1994
Abstract
Racemic 6-vinyl-7-oxabicyclo[2.2.1]hept-5-en-2-one, 5-vinyl-7-oxabicyclo[2.2.1]hept-5-en-2-one and their ethylene acetals undergo highly stereoselective Diels-Alder cyclodimerizations. The optically pure semicyclic dienes give the corresponding optically pure dimers with the same ease.
Details
Title
Homochiral Matching in the Diels-Alder Clyclodimerization 2-Vinyl-7-Oxabicyclo[2.2.1]Hept-2-Ene Derivatives
Author(s)
Meerpoel, L. ; Vrahami, M. M. ; Ancerewicz, J. ; Vogel, P.
Published in
Tetrahedron Letters
Volume
35
Issue
1
Pages
111-114
Date
1994
ISSN
0040-4039
Keywords
Face selectivity; [4+2]-cycloadditions; chiral recognition; (1r; 2s; 3s; 4r; 7r; 11s; 12r)-11-ethenyl-15; 16-dioxapentacyclo[10.2.1.1(4; 7).; 0(3; 8).0(2.11)]hexadec-8-en-6; 13-dione; (1r; 2r; 3r; 4r; 7r; 11r; 12r)-11-ethen; yl-15; 16-dioxapentacyclo[10.2.1.1(4; 7).0(3; 8).0(2.11)]hexadec-8-en-5; 14-; dione and their ethylene acetals; Naked sugars; regioselectivity; stereochemistry; dimerization
Note
Univ lausanne,chim sect,ch-1005 lausanne,switzerland.
Laboratories
LGSA
Record Appears in
Scientific production and competences > SB - School of Basic Sciences > SB Archives > LGSA - Laboratory of Glycochemistry and Asymmetric Synthesis
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Record creation date
2005-11-09