A general and facile synthesis of furans, based on Pd(II)-catalyzed cycloisomerization of (Z)-2-en- 4-yn-1-ols, is described. Cycloisomerization reactions are carried out at 25-100 °C in the presence of a very simple catalytic system, consisting of K2PdI4, under essentially neutral conditions. This new methodology is very versatile and can be applied to the synthesis of a variety of substituted furans, including particularly fragile, naturally occurring furans such as rosefuran. Efficient synthetic approaches for the regioselective synthesis of suitably substituted (Z)-2-en-4-yn-1-ols have been developed.

A general and facile synthesis of substituted furans by palladium-catalyzed cycloisomerization of (Z)-2-en-4-yn-1-ols

GABRIELE, Bartolo;
1999

Abstract

A general and facile synthesis of furans, based on Pd(II)-catalyzed cycloisomerization of (Z)-2-en- 4-yn-1-ols, is described. Cycloisomerization reactions are carried out at 25-100 °C in the presence of a very simple catalytic system, consisting of K2PdI4, under essentially neutral conditions. This new methodology is very versatile and can be applied to the synthesis of a variety of substituted furans, including particularly fragile, naturally occurring furans such as rosefuran. Efficient synthetic approaches for the regioselective synthesis of suitably substituted (Z)-2-en-4-yn-1-ols have been developed.
Cyclization; Furans; Palladium
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/20.500.11770/157472
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