Dimethylsilylbenzyl Alcohols

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%
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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.
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