Palladium catalysed reactions of allene with active methylene pronucleophiles. C-1,3-dienylmethyl derivatives and their Diels-Alder reactions

Citation
R. Grigg et al., Palladium catalysed reactions of allene with active methylene pronucleophiles. C-1,3-dienylmethyl derivatives and their Diels-Alder reactions, TETRAHEDRON, 57(44), 2001, pp. 9187-9197
Citations number
20
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
57
Issue
44
Year of publication
2001
Pages
9187 - 9197
Database
ISI
SICI code
0040-4020(20011029)57:44<9187:PCROAW>2.0.ZU;2-D
Abstract
A 2-step 100% atom economic sequence is reported whereby active methylene p ronucleophiles react with 2 mol equiv. of allene to give bis-1,3-dienylmeth yl derivatives of the pronucleophiles. Subsequent double Diels-Alder reacti ons furnish 1,1'-linked cyclohexenes with a 3-carbon spacer. (C) 2001 Publi shed by Elsevier Science Ltd.