Efficient and chemoselective protection of alcohols and phenols with tert-butyldimethylchlorosilane (TBDMCS) under solvent-free conditions

H Firouzabadi, S Etemadi, B Karimi…

Index: Firouzabadi, Habib; Etemadi, Shahrad; Karimi, Babak; Jarrahpour, Ali Asghar Phosphorus, Sulfur and Silicon and Related Elements, 1998 , vol. 143, p. 45 - 51

Full Text: HTML

Citation Number: 5

Abstract

Abstract Various types of primary and secondary alcohols and phenols can be converted efficiently to their corresponding TBDMS ethers using TBDMCS/imidazole under solvent-free conditions. Elimination of DMF, accompanied with an easy non-aqueous work-up and a high rate enhancement of the reaction are worthy to be mentioned for the presented method. The reactions show absolute chemoselectivity for the protection of primary in the presence of ...

Related Articles:

tert-Butyldimethylsilyldichloromethyllithium as a dichloromethylene dianion synthon. 1, 3-rearrangement of silyl group from carbon to oxide

[Shinokubo, Hiroshi; Miura, Katsukiyo; Oshima, Koichiro; Utimoto, Kiitiro Tetrahedron Letters, 1993 , vol. 34, # 12 p. 1951 - 1954]

Effective silylation of carboxylic acids under solvent-free conditions with tert-butyldimethylsilyl chloride (TBDMSCL) and triisopropylsilyl chloride (TIPSCL)

[Firouzabadi, Habib; Iranpoor, Naser; Shaterian, Hamid Reza Phosphorus, Sulfur and Silicon and Related Elements, 2000 , vol. 166, p. 71 - 81]

tert-Butyldimethylsilyldichloromethyllithium as a dichloromethylene dianion synthon. 1, 3-rearrangement of silyl group from carbon to oxide

[Shinokubo, Hiroshi; Miura, Katsukiyo; Oshima, Koichiro; Utimoto, Kiitiro Tetrahedron Letters, 1993 , vol. 34, # 12 p. 1951 - 1954]

tert-Butyldimethylsilyldihalomethyllithium as a dihalomethylene dianion synthon. 1, 3-Rearrangement and 1, 4-rearrangement of silyl group from carbon to oxide

[Shinokubo, Hiroshi; Miura, Katsukiyo; Oshima, Koichiro; Utimoto, Kiitiro Tetrahedron, 1996 , vol. 52, # 2 p. 503 - 514]

Effective silylation of carboxylic acids under solvent-free conditions with tert-butyldimethylsilyl chloride (TBDMSCL) and triisopropylsilyl chloride (TIPSCL)

[Firouzabadi, Habib; Iranpoor, Naser; Shaterian, Hamid Reza Phosphorus, Sulfur and Silicon and Related Elements, 2000 , vol. 166, p. 71 - 81]

More Articles...