220175-88-2Relevant academic research and scientific papers
Metal-Organic Self-Assembled Trefoil Knots for C - Br Bond Activation
Prakasam, Thirumurugan,Devaraj, Anthonisamy,Saha, Rupak,Lusi, Matteo,Brandel, Jeremy,Esteban-Gómez, David,Platas-Iglesias, Carlos,Olson, Mark Anthony,Mukherjee, Partha Sarathi,Trabolsi, Ali
, p. 1907 - 1914 (2019/03/08)
Synthesizing molecular knots that mimic the catalytic functionality of stereospecific or stereoselective enzymes are an intriguing task in chemistry. Synthetic anion receptors even with moderate halide binding affinities may catalyze chemical reactions in
Combining NHC-Cu and Bronsted base catalysis: Enantioselective allylic substitution/conjugate additions with alkynylaluminum reagents and stereospecific isomerization of the products to trisubstituted allenes
Dabrowski, Jennifer A.,Haeffner, Fredrik,Hoveyda, Amir H.
supporting information, p. 7694 - 7699 (2013/08/23)
All-catalytic route to trisubstituted allenes: The first examples of catalytic enantioselective allylic substitution reactions that involve alkyne-based nucleophiles and lead to products having tertiary stereogenic centers are followed by an exceptionally
Preparation of N-protected allylic amines and α-methylene-β- amino acids from vinylalumination/Baylis-Hillman products via tandem S N2′ substitution-Overman rearrangement
Ramachandran, P. Veeraraghavan,Burghardt, Thomas E.,Reddy, M. Venkat Ram
, p. 2121 - 2124 (2007/10/03)
SN2′ reaction on the acetates obtained from vinylalumination or Baylis-Hillman products, followed by in situ reduction afforded allylic alcohols. Upon conversion to trichloroacetimidates and [3,3]-sigmatropic rearrangement, the corresponding N-protected β-substituted allylic amines were obtained in good yields. Utilization of hydroxy group as the nucleophile furnished allylic hydroxy esters, which were converted to protected α-methylene-β-amino acids via Overman rearrangement.
Expedient synthesis of β,β-disubstituted α- methylenepropionates
Biswas, Kallolmay,B?rner, Christoph,Gimeno, Josepe,Goldsmith, Paul J.,Ramazzotti, Daniella,So, Angela L.K.,Woodward, Simon
, p. 1433 - 1442 (2007/10/03)
Baylis-Hillman alcohols are excellent sources of the allylic halides ArCHCH(CH2X)(CO2R) (X=Br, Cl; R1=Me, Et, But). The Z double bond isomers are attained in high isomeric purity (>14:1, Z/E). The halides are ch
FeCl3 and Yb(OTf)3 Mediated Conversion of Acetates of the Baylis-Hillman Adducts into (Z) and (E) Trisubstituted Alkenes
Krishna, Palakodety Radha,Kannan,Sharma
, p. 55 - 64 (2007/10/03)
Anhydrous FeCl3 and Yb(OTf)3 are utilised as new reagents for the stereoselective isomerisation of acetates of the Baylis-Hillman adducts to both (Z) and (E) trisubstituted alkenes respectively.
Synthesis of stereochemically defined (E)-cinnamyl alcohol derivatives from the Baylis-Hillman adducts
Shik Kim, Hyoung,Yi Kim, Tae,Young Lee, Ka,Mi Chung, Yun,Jung Lee, Hong,Nyoung Kim, Jae
, p. 2613 - 2616 (2007/10/03)
The reaction of the Baylis-Hillman adducts 1a-g and trifluoroacetic acid at 30-70°C gave the rearranged cinnamyl alcohols 2a-g stereoselectively in moderate yields. (C) 2000 Elsevier Science Ltd.
Asymmetric chemo- and regiospecific addition of organozinc reagents to Baylis-Hillman derived allylic electrophiles
Borner,Gimeno,Gladiali,Goldsmith,Ramazzotti,Woodward
, p. 2433 - 2434 (2007/10/03)
The copper-catalysed S(N)2' addition of ZnR2 to allylic (Z)-ArCH=C(CH2X)(CO2Et) (X = Br, Cl, OSO2Me) fashions only ArCH(R)C(=CH2)(CO2Et); use of a chiral ligand gives up to 64% ee for this
A new and efficient method for the isomerization of secondary functional allylic alcohols into their primary isomers
Beltaief, Imen,Hbaieb, Souhaira,Besbes, Rafaa,Amri, Hassen,Villieras, Monique,Villieras, Jean
, p. 1765 - 1768 (2007/10/03)
The first efficient tandem: 'bromination-formylation-hydrolysis' for the 1,3-transposition of acyclic allylic alcohols 1 and 2 bearing a nitrile and an ester group is reported.
