BINAPHTHOL-TITANIUM-PROMOTED, HIGHLY ENANTIOCONTROLLED, DIELS-ALDER CYCLOADDITIONS OF ELECTRONICALLY MATCHED 2-PYRONES AND VINYL ETHERS - STREAMLINED ASYMMETRIC-SYNTHESIS OF AN A-RING PRECURSOR TO PHYSIOLOGICALLY ACTIVE 1-ALPHA-HYDROXYVITAMIN D-3 STEROIDS

Authors
POSNER GH EYDOUX F LEE JK BULL DS
Citation
Gh. Posner et al., BINAPHTHOL-TITANIUM-PROMOTED, HIGHLY ENANTIOCONTROLLED, DIELS-ALDER CYCLOADDITIONS OF ELECTRONICALLY MATCHED 2-PYRONES AND VINYL ETHERS - STREAMLINED ASYMMETRIC-SYNTHESIS OF AN A-RING PRECURSOR TO PHYSIOLOGICALLY ACTIVE 1-ALPHA-HYDROXYVITAMIN D-3 STEROIDS, Tetrahedron letters, 35(41), 1994, pp. 7541-7544
Citations number
38
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
41
Year of publication
1994
Pages
7541 - 7544
Database
ISI
SICI code
0040-4039(1994)35:41<7541:BHEDC>2.0.ZU;2-W
Abstract
Bicyclic lactones 4, A-ring precursors to diverse physiologically acti ve 1 alpha-hydroxyvitamin D-3 analogs, were prepared in excellent yiel ds and enantiomeric purities via chiral, non-racemic Lewis acid-promot ed, mild, inverse-electron-demand 4+2-cycloadditions.