6221-90-5Relevant articles and documents
Trimethylsilyl Esters as Novel Dual-Purpose Protecting Reagents
Chen, Jyun-Siao,Huang, Po-Hsun,Hsieh, Ya-Chi,Liu, Jen-Wei,Hsu, Hsiao-Lin,Zhang, Kai-Min,Wu, Ren-Tsung,Chang, Ting-Shuo,Liu, Yu-Hao,Wu, Hsin-Ru,Luo, Shun-Yuan
supporting information, p. 754 - 762 (2021/12/02)
Trimethylsilyl esters, AcOTMS, BzOTMS, TCAOTMS, etc., are inexpensive and chemically stable reagents that pose a negligible environmental hazard. Such compounds prove to serve as efficient dualpurpose reagents to respectively achieve acylation and trimethylsilylation of alcohols under acidic or basic conditions. Herein, a detailed study on protection of various substrates and new methodological investigations is described.
Novel and highly effective method for the trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS), catalyzed by I2 generated in situ using Fe(NO3)3 · 9 H 2O/NaI under heterogeneous and neutral conditions
Khazaei, Ardeshir,Rahmati, Sadegh,Rostami, Amin
experimental part, p. 1434 - 1438 (2009/10/16)
Structurally diverse alcohols and phenols were trimethylsilylated in a clean and efficient reaction with hexamethyldisilazane (HMDS) based on the use of I2 generated in situ from Fe(NO3)3 · 9 H2O/NaI. The reaction occurs very rapid in good-to-high yield in CH2Cl2 at room temperature, and the use of toxic and corrosive molecular I2 is avoided.
Efficient and practical protocol for silylation of hydroxyl groups using reusable lithium perchlorate dispread in silica gel under neutral condition
Azizi, Najmedin,Yousefi, Rozbeh,Saidi, Mohammad R.
, p. 817 - 820 (2007/10/03)
A very efficient and mild procedure for the trimethylsilylation of a wide variety of alcohols, including primary, allylic, benzylic, secondary, hindered secondary, tertiary, and phenols with hexamethyldisilazane on the surface of silica gel dispersed with LiClO4 in room temperature at few minutes in excellent yields under neutral conditions is reported. This procedure also allows the excellent selectivity under LP-SiO2 system for silylation of alcohols in the presence of amine and phenolic hydroxy groups.