An expedient route for the reduction of carboxylic acids to alcohols employing 1-propanephosphonic acid cyclic anhydride as acid activator

Direct Ruthenium‐Catalyzed Hydrogenation of Carboxylic Acids to Alcohols

“…Gratifyingly,h ydrogenation of benzoic acid led to benzyl alcohol in 42 %y ield using 10 mol %A l(OTf) 3 in the presence of H 2 Oa nd CH 3 OH at 160 8 8C( Table 2, 2r). Furthermore,2,4,6-trichlorobenzoic acid and 2,3,4,5,6-pentafluorobenzoic acid gave the corresponding alcohols in 70 %a nd 67 %y ields,r espectively,u sing Ru-(acac) 3 /triphos/Al(OTf) 3 (Table 2, 2s and 2t).…”

“…Notably,nocatalytic hydrogenation occurred for benzoic acid under the previously optimized conditions.Nevertheless, small amounts of benzyl alcohol is formed using Al(OTf) 3 instead of Sn(OTf) 2 as the co-catalyst, albeit with dibenzyl ether as the main product. Gratifyingly,h ydrogenation of benzoic acid led to benzyl alcohol in 42 %y ield using 10 mol %A l(OTf) 3 in the presence of H 2 Oa nd CH 3 OH at 160 8 8C( Table 2, 2r).…”

“…[14] Initially,t he catalytic hydrogenation of phenylacetic acid was investigated as am odel reaction. Hence,inthe presence of Ru(acac) 3 and Sn(OTf) 2 2-phenylethan-1-ol is obtained in 49 %G Cy ield. Hence,inthe presence of Ru(acac) 3 and Sn(OTf) 2 2-phenylethan-1-ol is obtained in 49 %G Cy ield.…”

An Efficient and Epimerization Free Synthesis of C-Terminal Arylamides Derived from α-Amino Acids and Peptide Acids via T3P Activation

“…Recently we demonstrated efficient applications of T3P for a range of amino acid, peptide derivatives i.e. N a -protected amino or peptide acid derived acid azides (Basavaprabhu et al 2010), hydroxamic acids (Vasantha et al 2010), thio acids , alcohols (Nagendra et al 2012) and Weinreb amides (Sharanabai et al 2013). As part of our continuing endeavor on the application of T3P, we herein demonstrate an efficient and high yielding synthesis of N a -protected amino/peptide acid arylamides with chiral homogenity.…”

Synthesis and antimicrobial activity of amino acid and peptide derivatives of mycophenolic acid

“…The method using T3P in the presence of TEA provides amides in high yields with very low epimerization and is particularly well-suited for the coupling of racemization prone acids and amines, including relatively non-nucleophilic anilines, with easy reaction setup and product isolation [28,29]. Finally, synthesis of compounds 14 and 17 [30] was optimized using T3P/TEA method.…”