Efficient O-trimethylsilylation of alcohols and phenols with trimethylsilyl azide catalyzed by tetrabutylammonium bromide under neat conditions

D Amantini, F Fringuelli, F Pizzo…

Index: Kita,Y. et al. Tetrahedron Letters, 1979 , p. 4311 - 4314

Full Text: HTML

Citation Number: 68

Abstract

... TBABr was added to a stirred solution of alcohol (1 mmol) and TMSN 3 at 30 or 70 °C (see Tables 1−3). When the reaction was complete (TLC or GC analysis), 2 mL of water was added and the mixture was extracted with Et 2 O; to eliminate TBABr, the resulting ether solution ...

Related Articles:

A novel, chemoselective and efficient microwave-assisted deprotection of silyl ethers with selectfluor

[Saxena, Ira; Deka, Nabajyoti; Sarma, Jadab C.; Tsuboi, Sadao Synthetic Communications, 2003 , vol. 33, # 23 p. 4005 - 4011]

Efficient O-trimethylsilylation of alcohols and phenols with trimethylsilyl azide catalyzed by tetrabutylammonium bromide under neat conditions

[Amantini; Fringuelli; Pizzo; Vaccaro Journal of Organic Chemistry, 2001 , vol. 66, # 20 p. 6734 - 6737]

Mild and practical method for the silylation of alcohols using hydrosilanes and disilanes promoted by TBAF catalyst

[Tanabe, Yoo; Okumura, Hitomi; Maeda, Akihiro; Murakami, Masanari Tetrahedron Letters, 1994 , vol. 35, # 45 p. 8413 - 8414]

A class of new silylating agents. II. A highly reactive reagent for introduction of the trimethylsilyl group.

[Veysoglu, Tarik; Mitscher, Lester A. Tetrahedron Letters, 1981 , vol. 22, # 14 p. 1303 - 1306]

Counterattack reagent hexamethyldisilane in the direct conversion of aldehydes, ketones, and allyl alcohols to allyltrimethylsilanes

[Hwu, Jih Ru; Lin, Lung Ching; Liaw, Ben Ruey Journal of the American Chemical Society, 1988 , vol. 110, # 21 p. 7252 - 7254]

More Articles...