42967-97-5Relevant academic research and scientific papers
Enantiodivergence in the reduction of α-methyl and α-halomethyl enones by microorganisms
De Paula, Bruno R.S.,Zampieri, Davila S.,Rodrigues, J. Augusto R.,Moran, Paulo J.S.
, p. 973 - 981 (2013/09/23)
Enones (Z)-3-methyl-(Z)-3-chloromethyl- and (Z)-3-bromomethyl-4-R-3-buten- 2-one (R = n-pentyl, phenyl, 2′- and 4′-chlorophenyl, 3′- and 4′-nitrophenyl, 4′-methoxyphenyl) were synthesized and subjected to reduction by the microorganisms Saccharomyces cerevisiae andGeotrichum candidum. Whereas the bioreduction of 3-methy-4-R-3-buten-2-ones afforded the corresponding (S)-4-R-3-methybutan-2-ones, the bioreduction of 3-chloromethyl- and 3-bromomethyl-4-R-3-buten-2-ones afforded the corresponding (R)-4-R-3-methybutan-2-ones.
Palladium-catalyzed domino cyclization (5-exo/3-exo), ring- expansion by palladium rearrangement, and aromatization: An expedient synthesis of 4-arylnicotinates from Morita-Baylis-Hillman adducts
Kim, Ko Hoon,Kim, Se Hee,Lee, Hyun Ju,Kim, Jae Nyoung
supporting information, p. 1977 - 1983 (2013/08/23)
Various 4-arylnicotinate derivatives were synthesized via a palladium-catalyzed cascade reaction of N-(2-bromoallyl)-N-cinnamyltosylamides in a one-pot procedure in good yields. The reaction involves a domino 5-exo/3-exo carbopalladation, ring-expansion b
Dimethyl sulfide-boron trihalide-mediated reactions of α,β-unsaturated ketones with aldehydes: One-pot synthesis of Baylis-Hillman adducts and α-halomethyl enones
Iwamura, Tatsunori,Fujita, Masaru,Kawakita, Tetsuya,Kinoshita, Sayaka,Watanabe, Shin-Ichi,Kataoka, Tadashi
, p. 8455 - 8462 (2007/10/03)
The reactions of aldehydes with 3-buten-2-one (2) were conducted in the presence of BBr3·Me2S or BCl3·Me2S and then worked up with aqueous NaHCO3, affording the α-methylene aldol 3, α-halomethyl aldol 4 or 6, and α-halomethyl enones 5 or 7, respectively. In contrast, the reactions quenched with water gave the α-halomethyl enones 5 or 7 in high yields, while the work-up with an aqueous 10% trimethylamine gave the α-methylene aldol 3. The phenol 15 and half-acetal 16 were obtained from the reaction of p-nitrobenzaldehyde (1a) with cyclohexenone (10).
New C=C bond formation via nonstoichiometric titanium(IV) halide mediated vicinal difunctionalization of α,β-unsaturated acyclic ketones
Li, Guigen,Gao, Joe,Wei, Han-Xun,Enright, Mason
, p. 617 - 620 (2007/10/03)
(equation presented) X = Cl: 92%, ZIE > 99/1 X = Br: 85%, ZIE = 9/1 Highly stereoselective vicinal difuctionalization of α/β-unsaturated ketones for the synthesis of multifunctionalized trisubstituted alkenes is described. The new reaction employs titaniu
The Baylis-Hillman reaction: An expedient synthesis of (Z)-keto allyl bromides and chlorides
Basavaiah, Deevi,Hyma, Rachakonda Suguna,Padmaja, Kisari,Krishnamacharyulu, Marimganti
, p. 6971 - 6976 (2007/10/03)
A simple and expedient synthesis of (Z)- keto allyl bromides and chlorides, from the Baylis-Hillman adducts is described.
An Aldol Reaction of Boron Enolates Generated by the 1,4-Addition of B-Br-9-BBN to α,β-Unsaturated Ketones. A Synthesis of α-Bromomethyl-α,β-unsaturated Ketones
Shimizu, Hiroshi,Hara, Shoji,Suzuki, Akira
, p. 549 - 555 (2007/10/02)
α-Bromomethyl-α,β-unsaturated ketones can be prepared easily by the successive addition of α,β-unsaturated ketones and then aldehydes to B-bromo-9-borabicyclononane.
