Highly regio- and stereoselective addition of ethyl 3-aminobut-2-enoates to 2-substituted 3-nitro-2H-chromenes

doi:10.1016/J.MENCOM.2013.05.010

Paper

Highly regio- and stereoselective addition of ethyl 3-aminobut-2-enoates to 2-substituted 3-nitro-2H-chromenes

Published May 1, 2013 · V. Y. Korotaev, A. Barkov, Anna A. Sokovnina

Mendeleev Communications

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Abstract

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Study Snapshot

Ethyl 3-aminobut-2-enoates can selectively add to 2-substituted 3-nitro-2H-chromenes, producing trans,trans-2,3,4-trisubstituted chromanes or cis,trans-2,3,4-trisubstit

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Highly regio- and stereoselective addition of ethyl 3-aminobut-2-enoates to 2-substituted 3-nitro-2H-chromenes

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References

Citations

Synthesis of trans,trans-2,3,4-trisubstituted chromans from 3-nitro-2Н-chromenes and enamines of acetoacetic ester and acetylacetone. A new type of configurationally stable atropisomers

Trans,trans-2,3,4-trisubstituted chromans can be synthesized from 3-nitro-2-chromenes and enamines of acetoacetic ester and acetylacetone, forming configurationally stable atropisomers.

Highly Enantioselective Cascade Reaction Catalyzed by Squaramides: the Synthesis of CF3-Containing Chromanes.

Squaramide-catalyzed cascade reaction of 2-hydroxychalcones with -CF3-nitroalkenes yields CF3-containing heterocyclic compounds with excellent yields, diastereoselectivities, and enantioselectivities.

Stereoselective addition of ethyl 3-morpholino(piperidino)-crotonates to 2-trihalomethyl-3-nitro-2H-chromenes. Synthesis of 4-acetonyl-3-nitrochromans

This study demonstrates a method for synthesis of 4-acetonyl-3-nitrochromans by stereoselective addition of ethyl 3-morpholino(piperidino)-crotonates to 2-trihalomethyl-3-nitro-2H-chromenes.

Highly regio- and stereoselective addition of aminoenones to 2-substituted 3-nitro-2H-chromenes. Unexpected synthesis of 5-(trifluoromethyl)-5H-chromeno[3,4-b]pyridines

This study demonstrates a highly regio- and stereoselective addition of aminoenones to 2-substituted 3-nitro-2H-chromenes, leading to 4-acetoacetonyl-3-nitrochromanes and 5H-chromeno[3,4-b]

1,4-Addition of TMSCCl3 to Nitroalkenes: Efficient Reaction Conditions and Mechanistic Understanding

TMSCCl3 and TBAT catalyze 1,4-addition to nitroalkenes in THF at 0-25°C, with TBAT being the most effective promoter and bromide being the least effective, leading to stable products and efficient anaerobic catalytic chain

Synthesis and properties of 3-nitro--chromenes

3-nitro-chromenes have diverse chemical properties and applications, including enantioselective reactions and stereochemistry.

Synthesis of 5-(trifluoromethyl)-5H-chromeno(3,4-b)pyridines from 3-nitro-2-(trifluoromethyl)-2H-chromenes and aminoenones derived from acetylacetone and cyclic amines

This study demonstrates a diastereoselective synthesis of 5-(trifluoromethyl)-5H-chromeno(3,4-b)pyridines from 3-nitro-2-(trifluoromethyl)-2H-chromenes and aminoenones derived from acet