A SIMPLE AND PRACTICAL SYNTHESIS OF (-2-BROMOBICYCLO [2.2.1]HEPT-5-ENE-2-CARBOXALDEHYDE VIA CHIRAL LEWIS-ACID CATALYZED [4+2] CYCLOADDITION())

Authors
KECK GE KRISHNAMURTHY D
Citation
Ge. Keck et D. Krishnamurthy, A SIMPLE AND PRACTICAL SYNTHESIS OF (-2-BROMOBICYCLO [2.2.1]HEPT-5-ENE-2-CARBOXALDEHYDE VIA CHIRAL LEWIS-ACID CATALYZED [4+2] CYCLOADDITION()), Synthetic communications, 26(2), 1996, pp. 367-373
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthetic communications → ACNP
ISSN journal
00397911
Volume
26
Issue
2
Year of publication
1996
Pages
367 - 373
Database
ISI
SICI code
0039-7911(1996)26:2<367:ASAPSO>2.0.ZU;2-W
Abstract
A chiral titanium complex derived from BINOL and Ti(O-i-Pr)(4) catalyz es the Diels-Alder reaction of 2-bromoacrolein and cyclopentadiene wit h 97:3 enantioselectivity. Lower enantioselectivity was observed using other dienes or with methacrolein as dienophile.