Dimethylsilylbenzyl Alcohols A number of new dimethylsilylbenzyl alcohols derivatives are now available through Alfa Aesar. Many have already been extensively cited in scientific literature as in the following examples. Japanese researchers were able to demonstrate the use of dimethylsilylbenzyl alcohols as cross-coupling reagents (H51661, H51735) with various aryl and alkenyl iodides under mild conditions without using fluoride ions, a transition metal promoter, or strong bases.1 Saito and co-workers found that the use of the tetraorganosilicon reagent (H51661) dramatically changed the stereoselectivity of the alkylation of a three-component coupling reaction.2 Alfa Aesar has extended its comprehensive range of products with the following dimethylsilylbenzyl alcohols. CH2OH CH2OH Si Si Si CH3 CH3 CH3 H51761 2-[(4-Biphenylyl)dimethylsilyl] benzyl alcohol, 95% Si CH3 H51928 CH2OH OCH3 CH3 CH3O H51757 CH3 CH3 H51938 2-(Dimethyl[4-(4-morpholinylmethyl)phenyl]silyl)benzyl alcohol, 95% Si OPh CH3 H51936 2-[Dimethyl(4-phenoxyphenyl) silyl]benzyl alcohol, 95% www.alfa.com CH2OH Si CH3 H52278 2-[(9,9-Dimethyl-2-fluorenyl) dimethylsilyl]benzyl alcohol, 95% O SCH3 CH3 H51739 2-(Dimethyl[4-(methylthio) phenyl]silyl)benzyl alcohol, 95% CH2OH CH3 Si CH3 CH3 CH3 H51756 2-(Dimethyl[4-(4-morpholinyl) phenyl]silyl)benzyl alcohol, 95% Si H51696 2-[Dimethyl(1-naphthyl)silyl] benzyl alcohol, 97% CH3 H51661 2-(Dimethylphenylsilyl)benzyl alcohol [853955-69-8] H51760 CH2OH Si Si CH3 CH3 2-[Dimethyl(1-octenyl)silyl] benzyl alcohol, 95% [853955-61-0] CH2OH CH3 Ph (CH2)5CH3 Si CH2OH CH2OH CH3 N N H51738 CH2OH Si Si Cl CH3 2-(6-Chloro-3-pyridyl)dimethylsilyl]benzyl alcohol, 95% CH3 CH3 CH2OH N CH3 Si CH3 H51741 O CH2OH OCH3 2-[(3,4-Dimethoxyphenyl) dimethylsilyl]benzyl alcohol, 95% CH3 H51736 CH2OH CH3 Si Cl CH3 2-[(4-Chlorophenyl)dimethylsilyl]benzyl alcohol, 95% OCH3 Si CH3 2-[(2,4-Dimethoxyphenyl) dimethylsilyl]benzyl alcohol, 95% CH3 CH3 CH3 2-[(3-Chlorophenyl)dimethylsilyl]benzyl alcohol, 95% CH2OH CH2OH CH2OH Cl CH3 H51737 N 2-[Dimethyl(3-pyridyl)silyl] benzyl alcohol, 95% CH3 O O CH3 H51758 2-(Dimethyl[4-(2-tetrahydropyranyloxy)phenyl]silyl)benzyl alcohol, 95% Dimethylsilylbenzyl Alcohols CH2OH CH2OH CH2OH CH2OH O Si Si S CH3 CH3 CH3 H51663 2-[Dimethyl(2-thienyl)silyl] benzyl alcohol [853955-72-3] H51691 Si CH3 CH3 H52277 2-[(2-Fluorenyl)dimethylsilyl] benzyl alcohol, 95% CH2OH CHO CH3 H51929 2-[(3-Methoxyphenyl)dimethylsilyl]benzyl alcohol, 95% OCH3 Si CH3 CH3 H51935 2-[(4-Methoxy-1-naphthyl) dimethylsilyl]benzyl alcohol, 95% CH2OH OCH3 H51742 2-[(4-Methoxyphenyl)dimethylsilyl]benzyl alcohol [944064-51-1] N OCH3 CH3 O CH2OH Si CH3 CH3 CH3O 2-[(2-Methoxyphenyl)dimethylsilyl]benzyl alcohol, 95% CH2OH CH3 H51662 H51932 2-([4-(Ethoxycarbonyl)phenyl]dimethylsilyl)benzyl alcohol, 95% [1244855-68-2] I based the naphthyl on B24161, also L12617 looks a bit strange in comparison. 2-[(4-Formylphenyl)dimethylsilyl]benzyl alcohol, 95% CH3 COOCH3 CH3 CH2OH Si CH3 CH3 Si Si CH3 H51930 CH3 CH2OH H51755 OCH3 O CH3 2-([4-(1,3-Dioxolan-2-yl)phenyl] dimethylsilyl)benzyl alcohol, 95% CH2OH Si Si Si CH3 2-[Dimethyl(p-tolyl)silyl]benzyl alcohol, 97% CH2OH CH3 CH3 CH3 N H51740 2-[(6-Methoxy-3-pyridyl) dimethylsilyl]benzyl alcohol, 95% Si CH3 CH3 O H51933 2-([4-(4-Morpholinylcarbonyl) phenyl]dimethylsilyl)benzyl alcohol, 95% (a) Y Nakao, H. Imanaka, A. K. Sahoo, A. Yada, Akira & T. Hiyama, Tamejiro, J. Am. Chem. Soc., 2005, 127, 6952; (b) Y. Nakao, & T. Hiyama, Patent: US2009/69577 A1, 2009. N. Saito, T. Yamazaki, & Y. Sato, Tet. Lett., 2008, 49, 5073. 1 2 www.alfa.com
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