The asymmetric reductive amination of achiral ketones with ammonia is a particularly attractive reaction for the synthesis of chiral amines.Although several engineered amine dehydrogenases have been developed by prote...The asymmetric reductive amination of achiral ketones with ammonia is a particularly attractive reaction for the synthesis of chiral amines.Although several engineered amine dehydrogenases have been developed by protein engineering for the asymmetric reductive amination of ketones,they all display(R)‐stereoselectivity.To date,there is no report of an(S)‐stereoselective biocatalyst for this reaction.Herein,a microorganism named Brevibacterium epidermidis ECU1015 that catalyzes the(S)‐selective reductive amination of ketones with ammonium has been successfully isolated from soil.Using B.epidermidis ECU1015 as the catalyst,the asymmetric reductive amination of a set of phenylacetone derivatives was successfully carried out,yielding the corresponding(S)‐chiral amines with moderate conversion and>99%enantiomeric excess.展开更多
Asymmetric hydrogenation of α-keto Weinreb amides has been realized with [Ru（（S）-Sunphos）（benzene）C1]C1 as the catalyst and CeC13·7H20 as the additive. A series of enantiopure -hydroxy Weinreb amides （up ...Asymmetric hydrogenation of α-keto Weinreb amides has been realized with [Ru（（S）-Sunphos）（benzene）C1]C1 as the catalyst and CeC13·7H20 as the additive. A series of enantiopure -hydroxy Weinreb amides （up to 97% ee） have been obtained. Cata- lytic amount of CeC13·7H20 is essential for the high reactivity and enantioselectivity and the ratio of CeC13·7H20 to [Ru（（S）-Sunphos）（benzene）C1]C1 plays an important role in the hydrogenation reaction.展开更多
基金supported by the National Natural Science Foundation of China(21472045,21536004)the National Defense Scientific and Technological Innovation Special Zone(17-163-12-ZT-003-055-01)~~
文摘The asymmetric reductive amination of achiral ketones with ammonia is a particularly attractive reaction for the synthesis of chiral amines.Although several engineered amine dehydrogenases have been developed by protein engineering for the asymmetric reductive amination of ketones,they all display(R)‐stereoselectivity.To date,there is no report of an(S)‐stereoselective biocatalyst for this reaction.Herein,a microorganism named Brevibacterium epidermidis ECU1015 that catalyzes the(S)‐selective reductive amination of ketones with ammonium has been successfully isolated from soil.Using B.epidermidis ECU1015 as the catalyst,the asymmetric reductive amination of a set of phenylacetone derivatives was successfully carried out,yielding the corresponding(S)‐chiral amines with moderate conversion and>99%enantiomeric excess.
文摘Asymmetric hydrogenation of α-keto Weinreb amides has been realized with [Ru（（S）-Sunphos）（benzene）C1]C1 as the catalyst and CeC13·7H20 as the additive. A series of enantiopure -hydroxy Weinreb amides （up to 97% ee） have been obtained. Cata- lytic amount of CeC13·7H20 is essential for the high reactivity and enantioselectivity and the ratio of CeC13·7H20 to [Ru（（S）-Sunphos）（benzene）C1]C1 plays an important role in the hydrogenation reaction.
