Chemoenzymatic synthesis of optically active phenolic 3,4-dihydropyridin-2-ones: a way to access enantioenriched 1,4-dihydropyridine and benzodiazepine derivatives

2017 ◽  
Vol 15 (24) ◽  
pp. 5171-5181 ◽  
Author(s):  
Susana Y. Torres ◽  
Rosario Brieva ◽  
Francisca Rebolledo

Kinetic resolution of 3,4-DHP-2-ones with Candida rugose lipase (CRL) has been possible due to the presence of a reactive phenolic ester in a remote position.

1999 ◽  
Vol 35 (8) ◽  
pp. 1001-1011 ◽  
Author(s):  
V. V. Dunina ◽  
L. G. Kuz'mina ◽  
E. D. Razmyslova ◽  
V. P. Kislyi

1996 ◽  
pp. 2471-2472 ◽  
Author(s):  
Ignacio Alfonso ◽  
Covadonga Astorga ◽  
Francisca Rebolledo ◽  
Vicente Gotor

Synthesis ◽  
2008 ◽  
Vol 2008 (14) ◽  
pp. 2283-2287 ◽  
Author(s):  
Klaus Ditrich

Molecules ◽  
2018 ◽  
Vol 23 (8) ◽  
pp. 2003 ◽  
Author(s):  
Takatsugu Murata ◽  
Tatsuya Kawanishi ◽  
Akihiro Sekiguchi ◽  
Ryo Ishikawa ◽  
Keisuke Ono ◽  
...  

Various optically active 2-hydroxyamide derivatives are produced based on the kinetic resolution of racemic 2-hydroxyamides with a diphenylacetyl component and (R)-benzotetramisole ((R)-BTM), a chiral acyl-transfer catalyst, via asymmetric esterification and acylation. It was revealed that a tertiary amide can be used with this novel protocol to achieve high selectivity (22 examples; s-value reaching over 250). The resulting chiral compounds could be transformed into other useful structures while maintaining their chirality.


ChemInform ◽  
2003 ◽  
Vol 34 (19) ◽  
Author(s):  
Satwinder Singh ◽  
Subodh Kumar ◽  
Swapandeep Singh Chimni

Author(s):  
Valeria Merlo ◽  
Fiona J. Reece ◽  
Stanley M. Roberts ◽  
Mike Gregson ◽  
Richard Storer

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