Tetrahedron letters

Annulated butanolides by ring closing metathesis of diallyltetronic acid derivatives

R Schobert, JM Urbina-González

Index: Schobert, Rainer; Urbina-Gonzalez, Juan Manuel Tetrahedron Letters, 2005 , vol. 46, # 21 p. 3657 - 3660

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Citation Number: 17

Abstract

3, 3-Diallyldihydrofuran-2, 4-diones with two identical allyl residues were obtained by Tsuji– Trost-type Pd-catalysed allylation of either 4-O-allyltetronates or 3-allyltetronic acids. Allylation of sodium 3-allyltetronate with a second allyl acetate gave mixed derivatives as did the Claisen rearrangement of 4-O-allyl 3-allyltetronates under microwave conditions. Compounds and were converted to butanolides with 3, 3-spirocyclopentenyl or 3, 4- ...