ENANTIOSELECTIVE CATALYSIS .112. NEW CHIRAL TERTIARY ALCOHOLS ON THE BASIS OF DELTACYCLANES AS PRECURSORS FOR HYDROPEROXIDES

Authors
BRUNNER H REIMER A
Citation
H. Brunner et A. Reimer, ENANTIOSELECTIVE CATALYSIS .112. NEW CHIRAL TERTIARY ALCOHOLS ON THE BASIS OF DELTACYCLANES AS PRECURSORS FOR HYDROPEROXIDES, Bulletin des Societes chimiques belges, 106(5), 1997, pp. 267-272
Citations number
15
Categorie Soggetti
Chemistry
Journal title
Bulletin des Societes chimiques belges → ACNP
ISSN journal
00379646
Volume
106
Issue
5
Year of publication
1997
Pages
267 - 272
Database
ISI
SICI code
0037-9646(1997)106:5<267:EC.NCT>2.0.ZU;2-X
Abstract
Norbornadiene was reacted with 2-methyl-3-butin-2-ol 1 in an enantiose lective homo Diels-Alder reaction to yield the deltacyclene 2 with 92% ee. 2 was hydrogenated stereoselectively to give the enantiomerically pure, deltacyclane-based tertiary alcohol 3, a candidate for conversi on into an optically active hydroperoxide for enantioselective oxidati on reactions.