79364-37-7Relevant academic research and scientific papers
Diastereoselective oxidative α-amination of aliphatic aldehydes catalyzed by iodine: Synthesis of syn-γ-hydroxy-α-amino acetals
Zhang, Yun-Xiao,Zhang, An-Qi,Tian, Jie-Sheng,Loh, Teck-Peng
supporting information, p. 8387 - 8394 (2013/12/04)
Aldehydes can react with secondary amines to give α-amino acetals via the α-amination of aliphatic aldehydes catalyzed by iodine. The presence of an asymmetric hydroxylated center at the γ-position of the aldehyde was found to induce the stereoselective a
Asymmetric synthesis of flindersiachromanone using lipase-catalyzed reaction
Kawasaki, Masashi,Yoshikai, Hikaru,Kakuda, Hiroko,Toyooka, Naoki,Tanaka, Akira,Goto, Michimasa,Kometani, Tadashi
, p. 483 - 493 (2007/10/03)
The (R)- and (S)-enantiomers of flindersiachromanone (2-(2-phenylethyl)-4-chromanone) were synthesized from the enantiomerically pure 1-phenyl-5-hexen-3-ol obtained via the lipase-catalyzed enantioselective transesterification.
Nucleophilic acyl substitutions of anhydrides with protic nucleophiles catalyzed by amphoteric, oxomolybdenum species
Chen, Chien-Tien,Kuo, Jen-Huang,Pawar, Vijay D.,Munot, Yogesh S.,Weng, Shieu-Shien,Ku, Cheng-Hsiu,Liu, Cheng-Yuan
, p. 1188 - 1197 (2007/10/03)
(Chemical Equation Presented) Among six different group VIb oxometallic species examined, dioxomolybdenum dichloride and oxomolybdenum tetrachloride were the most efficient catalysts to facilitate nucleophilic acyl substitution (NAS) of anhydrides with a myriad array of alcohols, amines, and thiols in high yields and high chemoselectivity. In contrast to the well-recognized redox chemical behaviors associated with oxomolybdenum(VI) species, the catalytic NAS was unprecedented and tolerates virtually all kinds of functional groups. By using benzoic anhydride as a mediator for in situ generation of an incipient mixed anhydride-MoO2Cl2 adduct with a given functional alkanoic acid, one can achieve oleate, dipeptide, diphenylmethyl, N-Fmoc-α-amino, pyruvic, and tert-butylthio ester, N-tert-butylamide, and trityl methacrylate syntheses with appropriate protic nucleophiles. The amphoteric character of the Mo=O unit in oxomolybdenum chlorides was found to be responsible for the catalytic NAS profile as supported by a control NAS reaction of using an authentic adduct-MoOCl2(O2-CBu t)2 between pivalic anhydride and MoO2Cl 2 as the catalyst.
Oxonia-cope prins cyclizations: A facile method for the synthesis of tetrahydropyranones bearing quaternary centers
Dalgard, Jackline E.,Rychnovsky, Scott D.
, p. 15662 - 15663 (2007/10/03)
A new cationic cascade reaction has been developed that produces 4-tetrahydropyranones in good yield. The reaction is based on the facile 2-oxonia Cope rearrangement of allyl-substituted oxocarbenium ions. In the presence of a more nucleophilic silyl enol
Scandium triflate catalyzed allylation of acetals and gem-diacetates: A facile synthesis of homoallyl ethers and acetates
Yadav, Jhillu S.,Subba Reddy, Basi V.,Srihari
, p. 673 - 675 (2007/10/03)
Scandium triflate catalyzes efficiently the allylation reactions of acetals and gem-diacetates with allyltrimethylsilane at ambient temperature to afford the corresponding homoallyl ethers and acetates in high yields. Also it is found to be effective for
Improved procedure for the reductive acetylation of acyclic esters and a new synthesis of ethers
Kopecky, David J.,Rychnovsky, Scott D.
, p. 191 - 198 (2007/10/03)
An optimized protocol for the DIBALH reductive acetylation of acyclic esters and diesters is described. This reductive acetylation procedure allows a wide variety of esters to be converted into the corresponding α-acetoxy ethers in good to excellent yields. It was found that, under mild acidic conditions, many α-acetoxy ethers can be further reduced to the corresponding ethers. This net two-step ester deoxygenation is an attractive alternative to the classical Williamson synthesis for certain ethers.
One pot synthesis of acetylated homoallyl alcohols
Chandrasekhar,Mohanty, Pradyumna K.,Raza, Abbas
, p. 257 - 262 (2007/10/03)
An efficient one pot procedure for the preparation of acetylated homoallyl alcohols mediated by TaCl5 is described.
Tin-copper transmetalation: Cross-coupling of α-heteroatom-substituted alkyltributylstannanes with organohalides
Falck,Bhatt, Rama K.,Ye, Jianhua
, p. 5973 - 5979 (2007/10/02)
Copper(I), in the absence of other transition metals, catalyzes the cross-coupling of (α-(acyloxy)benzyl)-tributylstannanes with allylic bromides in THF in fair to good yields and with aryl/vinyl halides less efficiently or not at all. Simple (α-(acyloxy)
A CONVENIENT SYNTHESIS OF 2-DEOXY-D-RIBOSE
Harada, Taira,Mukaiyama, Teruaki
, p. 1109 - 1110 (2007/10/02)
Successive treatment of allyltin difluoroiodide, formed in situ by the oxidative addition of stannous fluoride to allyliodide, with 1,2-O-isopropylidene-D-glyceraldehyde and phenoxyacetyl chloride results in the predominant formation of erythro homoallyle
