130190-00-0Relevant articles and documents
Photoisomerisation of (E)-Iodoalkylidene Lactones. A Route to (Z)-Iodoalkylidene Lactones
Haaima, Gerald,Hanton, Lyall R.,Lynch, Mary-Jeanne,Mawson, Simon D.,Routledge, Anne,Weavers, Rex T.
, p. 2161 - 2174 (2007/10/02)
Photochemically induced free-radical cyclisation of iodo acetylenic esters provides low yields of mixtures from which both (E)- and (Z)-iodoalkylidene lactones may be isolated.However, photoisomerisation of (E)-iodoalkylidene lactones, which have previously been obtained in good yields by dibenzoyl peroxide induced cyclisation of iodo acetylenic esters, provides (E)/(Z)-mixtures from which the previously inaccessible (Z)-isomers may be isolated by chromatography.Also reported is a collection of IR, UV and NMR spectral data, all of which provide useful information relating to the stereochemistry of the iodoalkylidene lactones.A comparison of the cryctal structures of the (E)- and (Z)-isomers of a trimehylsilyl iodomethylene lactone is also included.
INTRAMOLECULAR CYCLIZATION OF ALLYLIC PROPIOLATES MEDIATED BY THE ADDITION OF STANNYL RADICALS: A NEW SYNTHETIC ROUTE TO α-METHYLENE-γ-BUTYROLACTONES
Lee, Eun,Ko, Sung Bo,Jung, Kyung Woon,Chang, Moon Ho
, p. 827 - 828 (2007/10/02)
Allylic propiolates react with tributyl- or triphenylstannane to yield α-(stannyl)methylene-γ-butyrolactones. α-Methylene-γ-butyrolactones are easily prepared by destannylation.
