Solid-phase synthesis of β-keto esters via sequential baylis - Hillman and heck reactions

Please use this identifier to cite or link to this item: https://scholarbank.nus.edu.sg/handle/10635/115938

DC Field	Value
dc.title	Solid-phase synthesis of β-keto esters via sequential baylis - Hillman and heck reactions
dc.contributor.author	Kulkarni, B.A.
dc.contributor.author	Ganesan, A.
dc.date.accessioned	2014-12-12T07:34:22Z
dc.date.available	2014-12-12T07:34:22Z
dc.date.issued	1999
dc.identifier.citation	Kulkarni, B.A.,Ganesan, A. (1999). Solid-phase synthesis of β-keto esters via sequential baylis - Hillman and heck reactions. Journal of Combinatorial Chemistry 1 (5) : 373-378. ScholarBank@NUS Repository.
dc.identifier.issn	15204766
dc.identifier.uri	http://scholarbank.nus.edu.sg/handle/10635/115938
dc.description.abstract	Acrylic acid was immobilized on polystyrene - Wang resin, followed by Baylis - Hillman reaction with aldehydes using DABCO as catalyst. Addition of 1 equiv of lanthanum(III) trifluoromethanesulfonate was found to improve yields, as in solution phase. After the Baylis - Hillman step, Heck reaction with aryl halides resulted in α-substituted β-keto esters, which were cleaved from the resin by acid hydrolysis with concomitant decarboxylation to afford aryl ketone products. Overall yields of 0-49% were obtained with 26 examples.
dc.source	Scopus
dc.type	Article
dc.contributor.department	INSTITUTE OF MOLECULAR & CELL BIOLOGY
dc.description.sourcetitle	Journal of Combinatorial Chemistry
dc.description.volume	1
dc.description.issue	5
dc.description.page	373-378
dc.description.coden	JCCHF
dc.identifier.isiut	NOT_IN_WOS
Appears in Collections:	Staff Publications

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