Indium-mediated allylation of the N,N-dimethyl glyoxal mono-hydrazone: One-pot synthesis of bis-homoallyl, and of homoallyl-alkyl 1,2-diols

Authors
Cere, V Peri, F Pollicino, S Ricci, A
Citation
V. Cere et al., Indium-mediated allylation of the N,N-dimethyl glyoxal mono-hydrazone: One-pot synthesis of bis-homoallyl, and of homoallyl-alkyl 1,2-diols, SYNLETT, (10), 1999, pp. 1585-1587
Citations number
12
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Issue
10
Year of publication
1999
Pages
1585 - 1587
Database
ISI
SICI code
0936-5214(199910):10<1585:IAOTNG>2.0.ZU;2-S
Abstract
Hydrazones behave as highly reactive species in the allylation under Barbie r conditions. Nucleophilic addition of an alkyllithium to the carbonyl moie ty of the glyoxal mono-hydrazone followed by indium-mediated allylation, le ads in high yields to bisfunctionalized 1,2-diols in a one-pot two-step rea ction.