FRAGMENTATION REACTIONS OF QUATERNIZED GAMMA-AMINO ALCOHOLS - DIASTEREOSELECTIVE SYNTHESIS OF HIGHLY FUNCTIONALIZED OXETANES AND UNSATURATED ALDEHYDES AND KETONES WITH A (Z)-C-C DOUBLE-BOND

Authors
MOLM D FLORKE U RISCH N
Citation
D. Molm et al., FRAGMENTATION REACTIONS OF QUATERNIZED GAMMA-AMINO ALCOHOLS - DIASTEREOSELECTIVE SYNTHESIS OF HIGHLY FUNCTIONALIZED OXETANES AND UNSATURATED ALDEHYDES AND KETONES WITH A (Z)-C-C DOUBLE-BOND, EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, (10), 1998, pp. 2185-2191
Citations number
30
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY → ACNP
ISSN journal
1434193X
Issue
10
Year of publication
1998
Pages
2185 - 2191
Database
ISI
SICI code
1434-193X(1998):10<2185:FROQGA>2.0.ZU;2-9
Abstract
Quaternized gamma-amino alcohols 5 derived from ternary iminium salts 2 are stereospecifically converted into both unsaturated aldehydes/ket ones 6 with a (Z)-C-C double bond in a Grob-type fragmentation and hig hly functionalized oxetanes 7 by intramolecular substitution.