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

Grigg R., Kongathip N., Kongathip B., Luangkamin S., DÖNDAŞ H. A.

TETRAHEDRON, vol.57, no.44, pp.9187-9197, 2001 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 57 Issue: 44
  • Publication Date: 2001
  • Doi Number: 10.1016/s0040-4020(01)00924-3
  • Journal Name: TETRAHEDRON
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.9187-9197
  • Çukurova University Affiliated: No

Abstract

A 2-step 100% atom economic sequence is reported whereby active methylene pronucleophiles react with 2 mol equiv. of allene to give bis-1,3-dienylmethyl derivatives of the pronucleophiles. Subsequent double Diels-Alder reactions furnish 1,1'-linked cyclohexenes with a 3-carbon spacer. (C) 2001 Published by Elsevier Science Ltd.