90252-79-2Relevant articles and documents
Switchable Site-Selective Catalytic Carboxylation of Allylic Alcohols with CO2
van Gemmeren, Manuel,B?rjesson, Marino,Tortajada, Andreu,Sun, Shang-Zheng,Okura, Keisho,Martin, Ruben
, p. 6558 - 6562 (2017/05/29)
A switchable site-selective catalytic carboxylation of allylic alcohols has been developed in which CO2 is used with dual roles, both facilitating C?OH cleavage and as a C1 source. This protocol is characterized by its mild reaction conditions, absence of stoichiometric amounts of organometallic reagents, broad scope, and exquisite regiodivergency which can be modulated by the type of ligand employed.
Hypervalent iodine(III)-Mediated oxidative decarboxylation of β,γ-unsaturated carboxylic acids
Kiyokawa, Kensuke,Yahata, Shunsuke,Kojima, Takumi,Minakata, Satoshi
supporting information, p. 4646 - 4649 (2015/01/09)
A novel oxidative decarboxylation of β,γ-unsaturated carboxylic acids mediated by hypervalent iodine(III) reagents is described. The decarboxylative C-O bond forming reaction proceeded in the presence of PhI(OAc)2 to give the corresponding allylic acetates. In addition, decarboxylative C-N bond formation was achieved by utilizing hypervalent iodine(III) reagents containing an I-N bond. Mechanistic studies suggest the unique reactivity of hypervalent iodine reagents in this ionic oxidative decarboxylation.
Direct carboxylation of allylic halides with carbon dioxide in the presence of indium
Miao, Bukeyan,Ma, Shengming
supporting information, p. 3285 - 3287 (2014/03/21)
A highly regioselective indium-mediated allylation of carbon dioxide starting from simple allylic halides (X = I, Br, Cl) has been developed. No transition metal catalyst is needed and an inert atmosphere is not necessary. The reaction tolerates a wide range of synthetically attractive functional groups with a very high branched regioselectivity. The Royal Society of Chemistry 2014.
Rh-catalyzed highly enantioselective synthesis of 3-arylbutanoic acids
Sun, Xianfeng,Zhou, Le,Wang, Chun-Jiang,Zhang, Xumu
, p. 2623 - 2626 (2008/02/13)
(Chemical Equation Presented) It's in the mix: The reaction conditions - catalyst, additive, and solvent - have been optimized for the asymmetric hydrogenation of 3-aryl-3-butenoic acids. The rigid, chiral bisphospholane ligand (SP,RC)-DuanPhos is crucial to achieving high enantioselectivity.
Palladium-catalyzed cross-coupling of 3-iodobut-3-enoic acid with organometallic reagents. Synthesis of 3-substituted but-3-enoic acids
Abarbri,Parrain,Kitamura,Noyori,Duchene
, p. 7475 - 7478 (2007/10/03)
3-Substituted but-3-enoic acids were obtained in good yields under mild experimental conditions by palladium-catalyzed cross-coupling of 3-iodobut-3-enoic acid with organozinc or organotin compounds using PdCl2(MeCN)2 as catalyst and DMF as solvent.
Studies on Ketene and Its Derivatives. CXVIII. Nickel- or Palladium-Catalyzed Reaction of Diketene with Organometallics. Synthesis of 3-Substituted 3-Butenoic Acids
Abe, Yoshihito,Sato, Masayuki,Goto, Hiroyuki,Sugawara, Rie,Takahashi, Eri,Kato, Tetsuzo
, p. 4346 - 4354 (2007/10/02)
The reaction of diketene (1) with some organometallics was investigated.The reaction of 1 with benzyl Grignard reagents in the presence of nickel(II) chloride afforded 3-benzyl-3-butenoic acids 2a-e.In the presence of dichloronickel, primary alkylmagnesium bromides reacted with 1 to give 3-methylenealkanoic acids 2g-i. (E)-1-Alkenyldiisobutylaluminiums, in the presence of Pd(O)-catalyst, reacted with 1 to give 3-methylene-4-alkenoic acids 5a-c.Similarly, alkynyl- and aryl-zinc chlorides gave 3-methylene-4-alkynoic acids 7a-d and 3-aryl-3-butenoic acids 8a-c, respectively.Keywords - diketene: Grignard reagent; alkenylaluminium; alkynylzinc chloride; arylzinc chloride; palladium-catalyst; nickel-catalyst; 3-butenoic acid; 3-substituted 3-butenoic acid
