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1.
Org Biomol Chem ; 9(23): 8000-2, 2011 Dec 07.
Article in English | MEDLINE | ID: mdl-22011731

ABSTRACT

Unsaturated eight-membered lactones undergo decarboxylative and non-decarboxylative transannular Ireland-Claisen rearrangement reactions, to give substituted vinylcyclobutanes. A formal synthesis of (±)-grandisol is described.


Subject(s)
Cyclobutanes/chemical synthesis , Terpenes/chemical synthesis , Vinyl Compounds/chemical synthesis , Molecular Structure
2.
Chem Commun (Camb) ; 46(27): 4991-3, 2010 Jul 21.
Article in English | MEDLINE | ID: mdl-20517571

ABSTRACT

Unsaturated epsilon-lactones bearing an alpha-arylsulfonyl or alpha-arylsulfoximinyl substituent undergo stereoselective transannular, decarboxylative Claisen rearrangement to give substituted vinylcyclopropanes.


Subject(s)
Cyclopropanes/chemistry , Sulfur/chemistry , Crystallography, X-Ray , Cyclopropanes/chemical synthesis , Lactones/chemistry , Molecular Conformation , Stereoisomerism
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