8 research outputs found
First example of electrophile induced Baylis-Hillman reaction: a novel facile one-pot synthesis of indolizine derivatives
Treatment of pyridine-2-carboxaldehyde with activated alkenes such as alkyl vinyl ketones and cyclic enones in the presence of trimethylsilyl trifluoromethanesulfonate (TMSOTf) provides a novel facile one-pot synthesis of indolizine derivatives, thus for the first time describing an electrophile induced Baylis-Hillman reaction
Novel titanium(IV) chloride catalyzed olefination of aldehydes: a simple and convenient synthesis of trans-cinnamic acids
A variety of aromatic aldehydes were stereoselectively transformed into (E)-cinnamic acids via the reaction with ethyl bromoacetate and triphenylphosphine in the presence of catalytic amount of titanium tetrachloride, followed by hydrolysis and crystallization
Methanolic trimethylamine mediated Baylis-Hillman reaction
Application of methanolic trimethylamine, the tertiary amine containing minimum number of carbon atoms with lowest possible molecular weight, for mediating the Baylis-Hillman coupling of various aldehydes with activated olefins viz. methyl acrylate, acrylonitrile and acrolein is described
Steric Factors Direct Baylis−Hillman and Aldol Reactions in Titanium Tetrachloride Mediated Coupling between α-Keto Esters and Cyclohex-2-enone Derivatives
Steric factors direct Baylis-Hillman and aldol reactions in titanium tetrachloride mediated coupling between α-keto esters and cyclohex-2-enone derivatives
The titanium tetrachloride mediated reaction of α-keto esters with 5,5-dimethylcyclohex-2-enone provides the corresponding Baylis-Hillman adducts exclusively whereas a similar reaction of α-keto esters with cyclohex-2-enone furnishes the corresponding aldol adducts (with high syn-diasteroeselectivity) as the major product (along with the Baylis-Hillman adducts as the minor product), thus clearly demonstrating the role of the steric factors in directing the reaction pathway
Recent advances in the Baylis-Hillman reaction and applications
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TiCl<SUB>4</SUB> catalyzed tandem construction of C-C and C-O bonds: a simple and one-pot atom-economical stereoselective synthesis of spiro-oxindoles
An atom-economical stereoselective synthesis of [{1-acetyl- 5-methyl-6,8-dioxabicyclo(3.2.1) octane}-7-spiro-3'- (indolin-2'-one)] derivatives, containing both the oxindole and 6,8-dioxabicyclo(3.2.1)octanemoieties via TiCl<SUB>4</SUB> catalyzed coupling of 2-acetyl-6-methyl-2,3-dihydro-4H-pyran with isatin derivatives is described