N-Substituted α-trifluoromethyl β-nitro amines in the synthesis of fluorine-containing 1,2-diamines, amino alcohols, and β-amino acids

2009 ◽  
Vol 58 (9) ◽  
pp. 1886-1898 ◽  
Author(s):  
V. Yu. Korotaev ◽  
A. Yu. Barkov ◽  
M. I. Kodess ◽  
I. B. Kutyashev ◽  
P. A. Slepukhin ◽  
...  
Keyword(s):  
2021 ◽  
Author(s):  
Eryn Nelson ◽  
Jeffrey S. S. K. Formen ◽  
Christian Wolf

The widespread occurrence and significance of chiral compounds does not only require new methods for their enantioselective synthesis but also efficient tools that allow rapid determination of the absolute configuration,...


2013 ◽  
Vol 135 (48) ◽  
pp. 18052-18055 ◽  
Author(s):  
Keith W. Bentley ◽  
Yea G. Nam ◽  
Jaslynn M. Murphy ◽  
Christian Wolf

1996 ◽  
Vol 61 (2) ◽  
pp. 288-297 ◽  
Author(s):  
Vladimír Pouzar ◽  
Ivan Černý

New approach to the preparation of steroids with connecting bridge, based on an O-carboxymethyloxime (CMO) structure, and with terminal hydroxy group, is presented. 17-CMO derivatives of 3β-acetoxy- and 3β-methoxymethoxyandrost-5-en-17-one were condensed with α,ω-amino alcohols to give derivatives with a chain of seven to nine atoms. After THP-protection, these compounds were converted to 3-keto-4-ene derivatives. An alternative synthesis consisted in transformation of 17-CMO derivatives with bonded amino acids by reduction of the terminal carboxyl. The resulting compounds were designed as building blocks for the preparation of bis-haptens for sandwich immunoassays.


1974 ◽  
Vol 5 (13) ◽  
Author(s):  
MARIE-LOUISE ANHOURY ◽  
MARCEL ARICKX ◽  
PIERRE CROOY ◽  
ROBERT DE NEYS ◽  
JACQUES ELIAERS

Tetrahedron ◽  
2004 ◽  
Vol 60 (2) ◽  
pp. 291-300 ◽  
Author(s):  
Beatriu Escuder ◽  
Alan E. Rowan ◽  
Martinus C. Feiters ◽  
Roeland J.M. Nolte

2019 ◽  
Vol 55 (44) ◽  
pp. 6297-6300 ◽  
Author(s):  
Ciarán C. Lynch ◽  
Zeus A. De los Santos ◽  
Christian Wolf

Optical chirality sensing of unprotected amino acids, hydroxy acids, amino alcohols, amines and carboxylic acids based on a practical mix-and-measure protocol with readily available copper, iron, palladium, manganese, cerium or rhodium salts is demonstrated.


2003 ◽  
Vol 75 (1) ◽  
pp. 39-46 ◽  
Author(s):  
J. A. Ellman

tert-Butanesulfinamide is prepared using catalytic enantioselective methods in two steps from the extremely inexpensive oil waste by-product, tert-butyl disulfide. Direct condensation of tert-butanesulfinamide with aldehydes and ketones provides tert-butanesulfinyl imines in uniformly high yields. The tert-butanesulfinyl group activates the imines for the addition of many different classes of nucleophiles, serves as a powerful chiral directing group, and after nucleophilic addition is readily cleaved by treatment with acid. A wide range of highly enantioenriched amines, including α-branched and α,α-dibranched amines, α- and β-amino acids, 1,2 and 1,3-amino alcohols and α-trifluoromethyl amines are efficiently synthesized using this methodology.


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