Synthesis 2002(18): 2707-2710
DOI: 10.1055/s-2002-35985
PAPER
© Georg Thieme Verlag Stuttgart · New York

The High-Pressure [4+2] Cycloaddition of Activated 1,3-Dienes to Nonactivated­ Heterodienophiles Derived from Glycolaldehyde

Małgorzata Malinowskaa, Piotr Sałańskib, Jean-Claude Caillec, Janusz Jurczak*a,b
a Department of Chemistry, Warsaw University, Pasteura 1, 02-093 Warsaw, Poland
e-Mail: jurczak@icho.edu.pl;
b Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland
c PPG-SIPSY, Z.I. La Croix Cadeau B.P.79, 49242, Avrille Cedex, France
Further Information

Publication History

Received 13 September 2002
Publication Date:
06 December 2002 (online)

Abstract

[4+2] Cycloaddition of 1,3-dienes to glycolaldehyde derivatives, leading to 5,6-dihydro-2H-pyrans, was effected by high pressure (10 kbar) in the presence of Eu(fod)3 (2%). Enantioselective version of the reaction was also studied.