The Amine Catalysis of the Dealdolization of Diacetone Alcohol

1938 ◽  
Vol 60 (1) ◽  
pp. 90-94 ◽  
Author(s):  
F. H. Westheimer ◽  
Herzl Cohen
Keyword(s):  
Diacetone Alcohol ◽  
Amine Catalysis

Primary amine catalysis in the dealdolization of diacetone alcohol

1972 ◽  
Vol 94 (14) ◽  
pp. 5064-5069 ◽  
Author(s):  
Ralph M. Pollack ◽  
Susan Ritterstein
Keyword(s):  
Primary Amine ◽  
Diacetone Alcohol ◽  
Amine Catalysis

The amine catalysed dealdolization of diacetone alcohol

1966 ◽  
Vol 19 (9) ◽  
pp. 1651 ◽  
Author(s):  
RW Hay ◽  
KR Tate
Keyword(s):  
Catalytic Effect ◽  
Hydroxide Ion ◽  
Diacetone Alcohol ◽  
Amine Catalysis

The hydroxide ion catalysed decomposition of diacetone alcohol (CH3)2- C(OH)CH2COCH3 → 2CH3COCH3 has been investigated at 25� and I = 0.4M. The catalytic effect of ethylamine, diethylamine, benzylamine, and isopropylamine on the reaction has been studied. A possible mechanism for the amine catalysis involving a carbinolamine intermediate is considered.

The Diacetone Alcohol—Hydroxide Ion Reaction from the Standpoint of Ion-Dipole Theory

1944 ◽  
Vol 66 (11) ◽  
pp. 1823-1826 ◽  
Author(s):  
Edward S. Amis ◽  
George Jaffé ◽  
Ralph Theodore Overman
Keyword(s):  
Hydroxide Ion ◽  
Diacetone Alcohol

Expanding the Scope of Primary Amine Catalysis: Stereoselective Synthesis of Indanedione-Fused 2,6-Disubstituted trans-Spirocyclohexanones

2016 ◽  
Vol 81 (6) ◽  
pp. 2420-2431 ◽  
Author(s):  
G. Madhusudhan Reddy ◽  
Chi-Ting Ko ◽  
Kai-Hong Hsieh ◽  
Chia-Jui Lee ◽  
Utpal Das ◽  
...  
Keyword(s):  
Primary Amine ◽  
Stereoselective Synthesis ◽  
Amine Catalysis

ChemInform Abstract: Stereodivergent α-Allylation of Linear Aldehydes with Dual Iridium and Amine Catalysis.

ChemInform ◽  
2014 ◽  
Vol 45 (37) ◽  
pp. no-no
Author(s):  
Simon Krautwald ◽  
Michael A. Schafroth ◽  
David Sarlah ◽  
Erick M. Carreira
Keyword(s):  
Amine Catalysis

27Al NMR Study of Coordination States of Aluminum-tri-sec-butoxide Dissolved in Diacetone Alcohol

1994 ◽  
Vol 23 (8) ◽  
pp. 1507-1510 ◽  
Author(s):  
Kiyoharu Tadanaga ◽  
Tsutomu Minami ◽  
Noboru Tohge
Keyword(s):  
27Al Nmr ◽  
Diacetone Alcohol ◽  
Nmr Study

Break the template boundary: Test of different protein scaffolds by genetic code expansion resulted in NADPH-dependent secondary amine catalysis

2021 ◽  
Author(s):  
Thomas Williams ◽  
Yu-Hsuan Tsai ◽  
Louis Luk
Keyword(s):  
Genetic Code ◽  
Secondary Amine ◽  
Transfer Hydrogenation ◽  
Protein Scaffolds ◽  
Artificial Enzyme ◽  
Enzyme Design ◽  
Catalytically Active ◽  
Amine Catalysis ◽  
Genetic Code Expansion ◽  
Distinctive Role

Abstract Here, incorporation of secondary amine by genetic code expansion was used to expand the potential protein templates for artificial enzyme design. Pyrrolysine analogue containing a D-proline could be stably incorporated into proteins, including the multidrug-binding LmrR and nucleotide-binding dihydrofolate reductase (DHFR). Both modified scaffolds were catalytically active, mediating transfer hydrogenation with a relaxed substrate scope. The protein templates played a distinctive role in that, while the LmrR variants were confined to the biomimetic BNAH as the hydride source, the optimal DHFR variant favorably used the pro-R hydride from NADPH for reactions. Due to the cofactor compatibility, the DHFR secondary amine catalysis could also be coupled to an enzymatic recycling scheme. This work has illustrated the unique advantages of using proteins as hosts, and thus the presented concept is expected to find uses in enabling tailored secondary amine catalysis.

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