Tetrahedron Letters p. 111 - 114 (1994)
Update date:2022-08-02
Topics:
Meerpoel, Lieven
Vrahami, Maria-Miranda
Ancerewicz, Jacek
Vogel, Pierre
Keywords: Face selectivity, <4+2>-cycloadditions, chiral recognition, (1R,2S,3S,4R,7R,11S,12R)-11-ethenyl-15,16-dioxapentacyclo<10.2.1.1.4,7.03,8.02,11>hexadec-8-en-6,13-dione, (1R,2R,3R,4R,7R,11R,12R)-11-ethenyl-15,16-dioxapentacyclo<10.2.1.1.4,7.03,8.02,11>hexadec-8-en-5,14-dione and their ethylene acetals.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.
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