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Stereoselective synthesis of hyptolide and 6-epi-hyptolide
Authors:Jorge García-Fortanet  Juan Murga  Miguel Carda  JA Marco  
Institution:

aDepart. de Q. Inorgánica y Orgánica, Univ. Jaume I, Castellón, E-12080 Castellón, Spain

bDepart. de Q. Orgánica, Univ. de Valencia, E-46100 Burjassot, Valencia, Spain

Abstract:The first stereoselective syntheses of the naturally occurring, greek small letter alpha,β-unsaturated lactone hyptolide 1 and of its nonnatural epimer at C-6 are described. Ethyl l-lactate was the chiral starting material. Key steps of these syntheses were a Brown's asymmetric allylation, a Carreira's asymmetric ethynylation and a ring closing metathesis.
Keywords:Hyptolide  Ring-closing metathesis  Asymmetric allylboration  Asymmetric ethynylation  Chiral pool
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