104046-99-3Relevant academic research and scientific papers
Stereoselective [2,3]-sigmatropic rearrangements of unstabilized nitrogen ylides
Gawley, Robert E.,Moon, Kwangyul
, p. 3093 - 3096 (2007)
The steric course of the [2,3]-rearrangement of several unstabilized nitrogen ylides has been investigated. The reactions proceed cleanly through an anti transition state, affording modest to good yields of a single diastereomer of the product. In two exa
Indium Triiodide (InI3)-Catalyzed Allylation of Carbonyl Compounds by Allylic Tins
Miyai, Takashi,Inoue, Katsuyuki,Yasuda, Makoto,Baba, Akio
, p. 699 - 700 (1997)
Indium triiodide is an effective catalyst for the allylation of aldehydes via the transmetallation with allylic tin compounds. Moreover, the chelation-controlled allylation of α-alkoxyketones proceeded with a catalytic amount of indium triiodide.
Synthesis of Enantiomerically Enriched anti-Homoallyl Alcohols Mediated by Crude Chicken Liver Esterase (CCLE)
Basavaiah, Deevi,Dharma Rao, Polisetti
, p. 789 - 800 (1995)
Enantiomerically enriched anti-homoallyl alcohols were synthesized in 6799percent enantiomeric purities via enantioselective hydrolysis of the corresponding racemic acetates mediated by Crude Chicken Liver Esterase (CCLE).
Controllable Stereoselective Synthesis of (Z)- and (E)-Homoallylic Alcohols Using a Palladium-Catalyzed Three-Component Reaction
Horino, Yoshikazu,Sugata, Miki,Mutsuura, Itaru,Tomohara, Keisuke,Abe, Hitoshi
, p. 5968 - 5971 (2017)
Diastereoselective synthesis of (Z)- and (E)-homoallylic alcohols using a Pd-catalyzed three-component reaction of 3-(pinacolatoboryl)allyl benzoates, aldehydes, and aryl stannanes was developed, which provides an alternative method for the allylboration of aldehydes using α, γ-diaryl-substituted allylboronates. Both sets of reaction conditions enable access to either (Z)- or (E)-homoallylic alcohols with good to high alkene stereocontrol. The present method showed good functional group compatibility and generality. Efficient chirality transfer reactions to afford enantioenriched (Z)- and (E)-homoallylic alcohols were also achieved.
Indium Mediated Coupling of Aldehydes with Allyl Bromides in Aqueous Media. The Issue of Regio- and Diastereo-selectivity
Isaac, Methvin B.,Chan, Tak-Hang
, p. 8957 - 8960 (1995)
The regio- and diastereo-selectivity in the coupling of γ-substituted allyl bromides with aldehydes mediated by indium in water were found to be dependent on the steric effect of the substituents on both allyl bromides and the aldehydes.
Iridium-catalyzed coupling reaction of primary alcohols with 1-aryl-1-propynes leading to secondary homoallylic alcohols
Obora, Yasushi,Hatanaka, Shintaro,Ishii, Yasutaka
supporting information; experimental part, p. 3510 - 3513 (2009/12/25)
We report iridium-catalyzed coupling of 2-alkynes such as 1-aryl-1-propynes with primary alcohols leading to secondary homoallylic alcohols as products. This reaction involves an iridium-catalyzed novel catalytic transformation of 2-alkynes and primary al
Allylic tin(IV)-tin(II) chloride-acetonitrile as a novel system for allylation of carbonyls or imines
Yasuda, Makoto,Sugawa, Yoshihiro,Yamamoto, Akihiro,Shibata, Ikuya,Baba, Akio
, p. 5951 - 5954 (2007/10/03)
Effective allylation of aldehydes, ketones and imines was accomplished by allylic tributyltins 1 in the presence of SnCl2 in an acetonitrile solution. In this reaction system, Sn(IV)-Sn(II) transmetallation must play a key role, generating the
DIASTEREOSELECTIVITY, DIASTEREOFACIAL SELECTIVITY AND REGIOSELECTIVITY IN THE REACTIONS OF CYNNAMYL CHLORIDE WITH ALDEHYDES MEDIATED BY TIN AND ALUMINIUM
Coxon, James M.,Eyk, Stephen J. van,Steel, Peter J.
, p. 1029 - 1042 (2007/10/02)
The reaction of cinnamyl chlorie with a series of aryl and alkyl aldehydes mediated by tin and aluminium has been shown to be regioselective and threo diastereoselective.For aldehydes with chirality adjacent to the carbonyl function some diastereofacial s
REDUCTIVE GENERATION OF ACTIVE ZERO-VALENT TIN IN SnCl2-Al SYSTEM AND ITS USE FOR HIGHLY DIASTEREOSELECTIVE REACTION OF CINNAMYL CHLORIDE AND ALDEHYDES.
Uneyama, Kenji,Nanbu, Hiromi,Torii, Sigeru
, p. 2395 - 2396 (2007/10/02)
Highly diastereoselective reaction of cinnamyl chloride with aldehydes was achieved by the use of active zero-valent tin generated in SnCl2-Al system.
HIGHLY DIASTEREOSELECTIVE REACTIONS OF (E)-CINNAMYL CHLORIDE WITH ALDEHYDES MEDIATED BY TIN AND ALUMINIUM
Coxon, James M.,Eyk, Stephen J. van,Steel, Peter J.
, p. 6121 - 6124 (2007/10/02)
The reactions of (E)-cinnamyl chloride with aldehydes in H2O:THF:HBr in the presence of tin and aluminium powders proceed with very high stereoselectivity.
