CAS: 145545-43-3; Tert-Butyldiphenylsilanecarbonitrile

上下游产品

trimethylsilyl cyanide tert-butylchlorodiphenylsilane

📜三甲基氰硅烷,叔丁基二苯基氯硅烷置于potassium Fluoride体系中,用88%的收率获得叔丁基苯氰基硅烷
参考文献:Addition Of Tert-Butyldimethyl-Or Tert-Butyldiphenylsilyl Cyanide To Hindered Ketones
标题:Addition Of Tert-Butyldimethyl-Or Tert-Butyldiphenylsilyl Cyanide To Hindered Ketones
摘要:The Addition Of Trimethylsilyl Cyanide (Tmscn),Tert-Butyldimethylsilyl Cyanide (Tbdmscn) Or Tert-Butyldiphenylsilyl Cyanide (Tbdpscn) To Sterically Hindered Ketones Proceeded In Good Yield Under Catalysis By Lewis Acids (Zni2,Ch2Cl2,25-Degrees-C) Or Bases (Kcn,18-Crown-6,Ch2Cl2,25-Degrees-C). For Example,The Zni2-Catalyzed Addition Of Tbdmscn To 2,2-Dimethylcyclohexanone (3E),2,2,6-Trimethylcyclohexanone (3F),And 2,2,6,6-Tetramethylcyclohexanone (3G) Provided The Protected Cyanohydrins 4E,4F,And 4G In 94,83,And 92 % Yield,Respectively. The C-1 Ketone Of C-6 Dithioketal-Protected Wieland-Miescher Ketone ((4'As)-4',4'A,7',8'-Tetrahydro-4A'-Methylspiro[1,3-Dithiolane-2,2'(3'H)-Naphthalen]-5'(6'H)-One (+)-(8)) Provided (4'As,5'S)-4',4'A,5',6',7',8'-Hexahydro-5'-[(Di-Methyl(1,1-Dimethylethyl)Silyl)Oxy]-4A'-Methylspiro[1,3-Dithiolane-2,2'(3'H)-Naphthalene]-5'-Car-Bonitrile (+)-(10B) In 94% Yield. An X-Ray Crystallographic Study Established That The C-5 Center In (+)-10B Has The Correct Absolute Stereochemistry Needed For A Projected Synthesis Of The C-1 Center In The A Ring Of Taxol Using (+)-10B As A Starting Material.
Doi:10.1021/jo00053A030