Dalton Transactions

Unsuccessful attempts to add alcohols to transient 2-amino-2-siloxy-silenes-leading to a new benign route for base-free alcohol protection

T Guliashvili, J Tibbelin, J Ryu, H Ottosson

Index: Guliashvili, Tamaz; Tibbelin, Julius; Ryu, Jiyeon; Ottosson, Henrik Dalton Transactions, 2010 , vol. 39, # 39 p. 9379 - 9385

Full Text: HTML

Citation Number: 10

Abstract

Thermolytic formation of transient 1, 1-bis (trimethylsilyl)-2-dimethylamino-2- trimethylsiloxysilene (2) from N, N-dimethyl (tris (trimethylsilyl) silyl) methaneamide (1) in presence of a series of alcohols was investigated. The products are, however, not the expected alcohol-silene addition adducts but silylethers formed in nearly quantitative yields. Thermolysis of 1 in the presence of both alcohols (MeOH or iPrOH) and 1, 3-dienes (1, 3- ...