- Transaminase-Mediated Amine Borrowing via Shuttle Biocatalysis
-
Shuttle catalysis has emerged as a useful methodology for the reversible transfer of small functional groups, such as CO and HCN, and goes far beyond transfer hydrogenation chemistry. While a biocatalytic hydrogen-borrowing methodology is well established, the biocatalytic borrowing of alternative functional groups has not yet been realized. Herein, we present a new concept of amine borrowing via biocatalytic shuttle catalysis, which has no counterpart in chemo-shuttle catalysis and allows efficient intermolecular amine shuttling to generate reactive intermediates in situ. By coupling this dynamic exchange with an irreversible downstream step to displace the reaction equilibrium in the forward direction, high conversion to target products can be achieved. We showcase the potential of this amine-borrowing methodology using a biocatalytic equivalent of both the Knorr-pyrrole synthesis and Pictet-Spengler reaction.
- Taday, Freya,Ryan, James,O’Sullivan, Rachel,O’Reilly, Elaine
-
supporting information
p. 74 - 79
(2022/01/04)
-
- DIALKYL(2-ALKOXY-6-AMINOPHENYL)PHOSPHINE, THE PREPARATION METHOD AND USE THEREOF
-
The present invention relates to the compound of dialkyl(2-alkoxy-6-aminophenyl)phosphine and the preparation method thereof and the application in the palladium catalyzed coupling reactions of aryl chloride and ketone. The dialkyl(2-alkoxy-6-aminophenyl)phosphine of the present invention could coordinate with the palladium catalyst to highly selectively activate the inert carbon-chlorine bond, and to catalyze direct arylation reaction in the α-position of ketones to produce corresponding coupling compounds. The preparation method of the present invention is a simple one-step method which produces the air-stable dialkyl(2-alkoxy-6-aminophenyl)phosphine. Compared with the synthetic routes of ligands to be used in the activation of carbon-chlorine bonds in the prior arts, the preparation method of the present invention has the advantages of short route and easy operation.
- -
-
Paragraph 0071; 0072; 0081; 0082
(2014/10/29)
-
- Zheda-phos for general α-monoarylation of acetone with aryl chlorides
-
A new, readily available, and air-stable monophosphine ligand, i.e., Zheda-Phos, has been developed for the general and highly effective palladium-catalyzed monoarylation of acetone with aryl chlorides. The reaction rate is of first-order dependence with the aryl chloride. Copyright
- Li, Pengbin,Lue, Bo,Fu, Chunling,Ma, Shengming
-
supporting information
p. 1255 - 1259
(2013/06/27)
-
- Indole Synthesis via SRN1 Reactions
-
o-Haloanilines react with ketone enolate ions in ammonia under irradiation to form indoles in good yields.
- Bard, Raymond R.,Bunnett, Joseph F.
-
p. 1546 - 1547
(2007/10/02)
-