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Synthesis 2002(18): 2707-2710
DOI: 10.1055/s-2002-35985
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
Further Information
Received
13 September 2002
Publication Date:
06 December 2002 (online)
Publication History
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.
Key words
aldehydes - asymmetric catalysis - Diels-Alder reaction - Lewis acids - stereoselectivity
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