135277-63-3Relevant academic research and scientific papers
Regio and stereocontrolled synthesis of aryl cis aminoalcohols from cis glycols
Lakshman, Mahesh K.,Zajc, Barbara
, p. 2529 - 2532 (1996)
Reaction of aryl substituted cis diols with α-acetoxyisobutyryl chloride results in the formation of trans vicinal chlorohydrin acetates where the halide is benzylic. Displacement of chloride with azide ion, deprotection of the ester and reduction of the azide furnishes the requisite cis aminoalcohols. This facile four-step procedure results in the exclusive replacement of a benzylic hydroxyl with an amino group, with a net retention of stereochemistry. This set of transformations is generally applicable to a wide variety of cis diols, and the overall yields are excellent.
Al(OTf)3 as a highly efficient catalyst for the rapid acetylation of alcohols, phenols and thiophenols under solvent-free conditions
Kamal, Ahmed,Khan, M. Naseer A.,Reddy, K. Srinivasa,Srikanth,Krishnaji
, p. 3813 - 3818 (2008/02/06)
Aluminium triflate (0.01-0.1 mol %) was found to be an efficient catalyst for the acylation of alcohols, phenols, thiols and sugars with acetic anhydride in high yields under solvent-free conditions in a short reaction time at room temperature. Racemization of optically active alcohols and epimerization of sugars were not observed. The acylation efficacy of various acyl donors was also investigated.
HIGHLY REGIO AND CHEMOSELECTIVE RING OPENING OF EPOXIDES WITH TRIMETHYLSILYL AZIDE IN THE PRESENCE OF ALUMINIUM ISOPROPOXIDE AND TITANIUM ISOPROPOXIDE
Sutowardoyo, Kun I.,Emziane, Mohamed,Lhoste, Paul,Sinou, Denis
, p. 1435 - 1446 (2007/10/02)
The ring-opening of functionalized epoxides with trimethylsilyl azide in the presence of a catalytic amount of Ti(O-i-Pr)4 or Al(O-i-Pr)3 is described.The reaction is stereospecific and highly regiospecific, leading generally to the formation of the carbon-azido bond on the less substituted carbon.The mechanism of this reaction is also discussed.
