80638-86-4Relevant academic research and scientific papers
Tunable stereoselective alkene synthesis by treatment of activated imines with nonstabilized phosphonium ylides
Dong, De-Jun,Li, Yuan,Wang, Jie-Qi,Tian, Shi-Kai
, p. 2158 - 2160 (2011/03/20)
A broad range of readily accessible N-sulfonyl imines undergo olefination reaction with nonstabilized phosphonium ylides under mild conditions to afford an array of both Z- and E-isomers of 1,2-disubstituted alkenes, allylic alcohols, and allylic amines in good yields and with greater than 991 stereoselectivity.
Synthesis of 4-nitrophenyl sulfones and application in the modified Julia olefination
Mirk, Daniela,Grassot, Jean-Marie,Zhu, Jieping
, p. 1255 - 1259 (2007/10/03)
4-Nitrophenyl (NP) sulfones have been successfully employed in the modified Julia olefination reaction with carbonyl compounds. The olefination reaction proceeds through a sequence of aldol addition, Smiles rearrangement, and elimination. The sulfones are easily prepared in high yields in a two-step sequence starting from inexpensive commercially available para- fluoronitrobenzenes via nucleophilic aromatic substitution by a mercaptane and subsequent oxidation under standard conditions. The modified Julia reaction between NP sulfones and a wide variety of aromatic aldehydes affords the corresponding styrenes, stilbenes and cinnamate derivatives in yields up to 97% and good stereoselectivities. A mechanistic rationale is advanced to explain the observed results. Georg Thieme Verlag Stuttgart.
Cross-coupling reaction of organosilicon nucleophiles
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, (2008/06/13)
Improved methods for generating a —C—C— bond by cross-coupling of a transferable group with an acceptor group. The transferable group is a substituent of an organosilicon nucleophile and the acceptor group is provided as an organic electrophile. The reaction is catalyzed by a Group 10 transition metal complex (e.g., Ni, Pt or Pd), particularly by a palladium complex. Certain methods of this invention use improved organosilicon nucleophiles which are readily prepared, can give high product yields and exhibit high stereo selectivity. Methods of this invention employ activating ions such as halides, hydroxide, hydride and silyloxides. In specific embodiments, organosilicon nucleophilic reagents of this invention include siloxanes, particularly cyclic siloxanes. The combination of the cross-coupling reactions of this invention with ring-closing metathesis, hydrosilylation and intramolecular hydrosilylation reactions provide useful synthetic strategies that have wide application.
ORGANO-CUIVREUX VINYLIQUES 14. ARYLATION DES CUPRATES VINYLIQUES
Jabri, N.,Alexakis, A.,Normant, J. F.
, p. 3851 - 3852 (2007/10/02)
Z dialkenyl cuprates couple easily with iodo arenes in the presence of ZnBr2 and a catalytic amount of Pd(PPh3)4.
