@article{d2653dc850b94b3a805a01abf1a3d68c,
title = "A cobaloxime-mediated radical route to butenolides",
abstract = "Photolysis of alkyl cobaloximes with maleic anhydride and PhSSPh proceeds via radical alkene addition and subsequent PhSSPh trapping. The product trans 3-phenylthio 4-alkyl succinic anhydrides can be converted by oxidation and thermal syn elimination into 3-substituted maleic anhydrides, which are known to be regioselectively and chemoselectively reduced to produce γ-hydroxybutenolides or butenolides.",
author = "Branchaud, {Bruce P.} and Slade, {Rachel M.} and Janisse, {Samantha K.}",
note = "Funding Information: Radicalr eactionsc an be performedu nderm ild conditronsa nd arec ompatiblew ith a wide rangeo f functtonagl roups Primarya nds econdarcyo baloximecsa n be readilyp reparedfr omt hec orrespondmagl kyl bromtdest, odideso r alcohol sulfonatee sters. The methodd escribedh eres houldbe very useful for the mtroductiono f them aleica nhydrideb, utenolidea ndy -hydroxybutenohdmeo tetrems to naturalp roductsa nd theirs ynthettac nalogs.F or examplet,h es equencoef reaction6s to 10 to 14 is a modelf or an approachto the synthesiso f manoahdea nda nalogsi .7 Acknowi~gement. This researchw ass upportebdy NSF CHE 8806805E, li Ldly andC o., and a fellowship fromt heU .S. Dept.o f EducationG raduateA ssistancem Areaso f NationalN eedP rogram( R MS.).",
year = "1993",
month = dec,
day = "3",
doi = "10.1016/S0040-4039(00)61501-0",
language = "English (US)",
volume = "34",
pages = "7885--7888",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Limited",
number = "49",
}