A new organocatalyzed method is developed for Baylis–Hillman reactions of cyclohex-2-enone with various aromatic aldehydes in the presence of water and catalytic quantities of triethylamine. All reactions take place at room temperature and relatively good yields of various products are obtained within a time frame which does not exceed 24 hours. The mild reaction conditions used in the present ...

In the aza-Morita–Baylis–Hillman reaction of N-sulfonated imines with methyl vinyl ketone (MVK) promoted by chiral phosphine Lewis base: (R)-2'-diphenylphosphanyl[1,1']binaphthalenyl-2-ol (LB1) (10 mol %), the aza-Morita–Baylis–Hillman adducts were obtained in good yields with high ee (70–94 % ee) at –30 °C in THF. The scope and limitations of this reaction have been disclosed.

A new organocatalyzed method is developed for Baylis–Hillman reactions of cyclohex-2-enone with various aromatic aldehydes in the presence of water and catalytic quantities of triethylamine. All reactions take place at room temperature and relatively good yields of various products are obtained within a time frame which does not exceed 24 hours. The mild reaction conditions used in the present ...

In the Baylis-Hillman reaction of aryl aldehydes with phenyl vinyl ketone we have observed exclusive formation of diadducts 4, and that the yields of diadduct can reach 80% with increasing amounts of phenyl vinyl ketone. On the other hand, for phenyl acrylate and phenyl thioacrylate, only the normal Baylis-Hillman adduct was obtained. The effects of substituents were also examined and a plausib...

A novel reaction involving tandem construction of C-N and C-C bonds via the simultaneous Ritter and Houben-Hoesch reactions on Baylis-Hillman adducts leading to a convenient, one-pot synthesis of 2-benzazepine derivatives is described. A facile stereoselective transformation of the Baylis-Hillman adducts into (E)- and (Z)-allyl amides is also presented.

The Baylis-Hillman reaction is a successful, useful, and atom-economical carbon-carbon bond forming reaction, which has grown from an obscure level to the level of high synthetic popularity due to its operational simplicity and also due to the enormous applications of the Baylis-Hillman adducts in organic synthesis. In this tutorial review, we briefly describe the way this reaction has grown to...

sp3 Hybridized electrophiles, never before used in the organomediated Morita-Baylis-Hillman reaction, now facilitate the formation of five- and six-membered enone cycloalkylation products.

The first organocatalytic "anti-Michael" reaction of cyclic-beta-ketoesters to unsaturated double bonds is described in a highly asymmetric version leading to the synthesis of alpha,alpha'-disubstituted branched double bonds as optically active Baylis-Hillman-like adducts.

Novel alpha-hydrazino-alpha,beta-unsaturated nitroalkenes, which exhibit dynamic phenomenon on the NMR time scale, were synthesized in excellent yields via imidazole or DMAP mediated Morita-Baylis-Hillman (MBH) type reaction of nitroalkenes with azodicarboxylates.