17138-75-9Relevant articles and documents
Triphosgene and DMAP as Mild Reagents for Chemoselective Dehydration of Tertiary Alcohols
Ganiu, Moshood O.,Cleveland, Alexander H.,Paul, Jarrod L.,Kartika, Rendy
supporting information, p. 5611 - 5615 (2019/08/01)
The utility of triphosgene and DMAP as mild reagents for chemoselective dehydration of tertiary alcohols is reported. Performed in dichloromethane at room temperature, this reaction is readily tolerated by a broad scope of substrates, yielding alkenes preferentially with the (E)-geometry. While formation of the Hofmann products is generally favored, a dramatic change in alkene selectivity toward the Zaitzev products is observed when the reaction is carried out in dichloroethane at reflux.
A Short Access to Symmetrically α,α-Disubstituted α-Amino Acids from Acyl Cyanohydrins
Boukattaya, Fatma,Caillé, Julien,Ammar, Houcine,Rouzier, Florian,Boeda, Fabien,Pearson-Long, Morwenna S. M.,Bertus, Philippe
, p. 906 - 916 (2016/03/12)
A straightforward synthesis of symmetrically α,α-disubstituted α-amino acids is presented. The key step of this process relies on the efficient double addition of Grignard reagents to acyl cyanohydrins to provide N-acyl amino alcohols selectively in good yields. The chemoselectivity of the reaction was modulated by the nature of the acyl moiety. Eleven amino acids were prepared, including the particularly simple divinylglycine, which is not easily accessible by using conventional methods.
Unexpected formation of aryl dialkyl carbinol as a side product from the reaction of methoxyarylaldehydes with Grignard reagents
Sharma, Anuj,Joshi, Bhupendra P.,Singh, Narendra P.,Sinha, Arun K.
, p. 847 - 851 (2007/10/03)
In the attempted formation of secondary aryl alkyl carbinols from the reaction of methoxyarylaldehydes with Grignard reagents, aryl dialkyl carbinols were formed as unexpected side products. A mechanism for their formation is proposed.
