Stereoselective synthesis towards verbalactone and (+)-(3R,5R)-3-hydroxy-5-decanolide

The stereoselective synthesis towards biologically active verbalactone and (+)-(3R,5R)-3-hydroxy-5-decanolide has been described. The key functionalities are derived from a chiral-auxiliary mediated acetate aldol addition, an oxa-Michael reaction and a 1,3-syn-reduction.

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Bibliographic Details
Published inTetrahedron: asymmetry Vol. 23; no. 5; pp. 381 - 387
Main Authors Venkatesham, Akkaladevi, Srinivasa Rao, Ramisetti, Nagaiah, Kommu
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 15.03.2012
Elsevier
Subjects
Chemistry
Chemistry, Inorganic & Nuclear
Chemistry, Organic
Chemistry, Physical
Physical Sciences
Science & Technology
ALDOL ADDITIONS
1,3-DIOLS
POTENT
REDUCTION
DIMER
BETA-HYDROXYKETONES
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Summary:The stereoselective synthesis towards biologically active verbalactone and (+)-(3R,5R)-3-hydroxy-5-decanolide has been described. The key functionalities are derived from a chiral-auxiliary mediated acetate aldol addition, an oxa-Michael reaction and a 1,3-syn-reduction.
ISSN:0957-4166
1362-511X
DOI:10.1016/j.tetasy.2012.03.002