Regio- and stereoselective hydrostannation of allenes using dibutyliodotin hydride (Bu2SnIH) and successive coupling with aromatic halides
作者:Naoki Hayashi、Kazunao Kusano、Shingo Sekizawa、Ikuya Shibata、Makoto Yasuda、Akio Baba
DOI:10.1039/b712998j
日期:——
Regio- and stereoselective hydrostannation of allenes by using di-n-butyliodotin hydride (Bu2SnIH) was accomplished to give α,β-disubstituted vinyltins, which induced the synthesis of multi-substituted alkenes in a one-pot procedure.
A New Halogen-Exchange Reaction between Sn–F and Li–X: Selective 1,2- and 1,4-Reductions of<i>α,β</i>-Unsaturated Ketones and Effects of Halogen Substituents on the Regioselectivity of Organotin Hydrides
作者:Takayo Moriuchi-Kawakami、Haruo Matsuda、Ikuya Shibata、Masato Miyatake、Toshihiro Suwa、Akio Baba
DOI:10.1246/bcsj.72.465
日期:1999.3
We have found that halogen-exchange occurs effectively between Sn–F and Li–X (X = I, Br, Cl) in tin hydride reagents. This fact induced a complete change in the regiochemistry in the reductions of α,β-unsaturated ketones 1 with Bu2SnH2–Bu2SnF2 (Reagent A): the use of Reagent A in combination with HMPA performed 1,2-reductions, while the addition of LiI to Reagent A achieved 1,4-reductions. It was demonstrated
我们发现,在氢化锡试剂中,Sn-F 和 Li-X(X = I,Br,Cl)之间有效地发生了卤素交换。这一事实导致 α,β-不饱和酮 1 用 Bu2SnH2–Bu2SnF2(试剂 A)还原的区域化学发生完全变化:试剂 A 与 HMPA 结合使用进行 1,2-还原,而添加 LiI试剂 A 实现了 1,4-还原。结果表明,有机锡氢化物的区域选择性很大程度上取决于与锡原子相连的卤素取代基的性质。
Reactions of n-butyltin hydrides with n-butyltin halides
作者:Albert K. Sawyer、Joyce E. Brown
DOI:10.1016/s0022-328x(00)82378-5
日期:1966.5
Tri-n-butyltinhydride reacts with di-n-butyltin difluoride, di-n-butyltin di-chloride, di-n-butyltin dibromide, and di-n-butyltin diiodide in a I:I mole ratio to give the respective di-n-butyltin halide hydrides. Subsequent reactions with tri-n-butyltinhydride yield di-n-butyltin dihydride in each case. Reactions of excess tri-n-butyltinhydride, di-n-butyltin dihydride or di-n-butyltin chloride
this method di-n-butyltin fluoride hydride, di-n-butyltin chloride hydride, di-n-butyltin bromide hydride, and di-n-butyltin iodide hydride were prepared. Infrared and protonmagneticresonance spectra were obtained showing characteristic Sn-H stretching frequencies in the infrared and characteristic chemical shifts in the magneticresonance spectra. Di-n-butyltin chloride hydride was shown to be formed
Synthesis and thermal decomposition of substituted [2-(acyloxy)alkyl]diorganotin compounds, Bu2Sn(X)CH2 CHR1OCOR2 (X halogen 2,4-pentanedionate or OCOR), potential sources of organotin catalysts
作者:B. Jousseaume、V. Guillou、N. Noiret、M. Pereyre、J.-M. Francés
DOI:10.1016/0022-328x(93)80143-y
日期:1993.5
and (acyloxy[2-(acyloxy)ethyl]dibutylstannanes, Bu2Sn(X)CH2CHR1OCOR2 (X halogen, 2,4- pentanedionate, or OCOR) have been prepared, either by hydrostannation of vinyl esters or by condensation of stannyllithium compounds with epoxides followed by esterification. These thermally unstable compounds are easily decomposed in diorganotin compounds with two heteroatom donors. Some are good catalyst sources