4.4 Article

Stereoselective synthesis of (S)-(+)-lycoperdic acid through an endo selective hydroxylation of the bicyclic lactam enolate with MoOPH

Journal

TETRAHEDRON
Volume 58, Issue 48, Pages 9737-9740

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4020(02)01254-1

Keywords

(S)-(+)-lycoperdic acid; hydroxylation; MoOPH; bicyclic lactam; endo selectivity

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Efficient synthesis of (S)-(+)-lycoperdic acid has been achieved by use of the stereoselective hydroxylation of the enolate derived from the bicyclic lactam 3 with the molybdenum oxidizing reagent, MoOPH (MOO(5)(.)Py(.)HMPA, oxodiperoxymolybdenum(pyridine)(hexamethylpbospboric triamide)), as a key step. (C) 2002 Elsevier Science Ltd. All rights reserved.

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