Enantioselective synthesis of naphthopyran derivatives catalyzed by bifunctional thiourea-tertiary amines

doi:10.1016/J.TETASY.2008.02.018

Paper

Enantioselective synthesis of naphthopyran derivatives catalyzed by bifunctional thiourea-tertiary amines

Published Apr 3, 2008 · Xiao-Sheng Wang, Gaosheng Yang, Gang Zhao

Tetrahedron-asymmetry

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84

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Abstract

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Bifunctional thiourea-tertiary amines effectively catalyze the addition-cyclization reaction of 2-naphthol with,-dicyanoolefins, yielding naphthopyran derivatives with moderate enantioselectivity

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Enantioselective synthesis of naphthopyran derivatives catalyzed by bifunctional thiourea-tertiary amines

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References

Asymmetric direct vinylogous carbon–carbon bond formation catalyzed by bifunctional organocatalysts

Bifunctional organocatalysts can achieve excellent enantioselectivities (57-95%) in direct asymmetric vinylogous Michael addition of,-dicyanoolefins to nitroolefins, with low to good isolated yields.

Organocatalytic asymmetric Friedel-Crafts alkylation/cascade reactions of naphthols and nitroolefins.

Bifunctional thiourea-tertiary amine organocatalysts can promote asymmetric Friedel-Crafts reactions, leading to enantiopure dimeric tricyclic 1,2-dihydronaphtho[2,1-b]furanyl-2

Organocatalytic and highly stereoselective direct vinylogous Mannich reaction.

The organocatalytic direct asymmetric vinylogous Mannich reaction is highly efficient and highly stereoselective, enabling the smooth preparation of enantiomerically pure delta-amino acid from the adduct.

Organocatalysis mediated by (thio)urea derivatives.

N,N-dialkyl(thio)urea derivatives show potential as active metal-free organocatalysts for various synthetically useful reactions, offering potential for highly selective asymmetric transformations.

Pyrrolidine-thiourea as a bifunctional organocatalyst: highly enantioselective Michael addition of cyclohexanone to nitroolefins.

Pyrrolidine-thiourea acts as a bifunctional organocatalyst for highly enantioselective Michael addition of cyclohexanone to nitroolefins, yielding adducts with high diastereoselectivities and

Clean, One‐Pot Synthesis of Naphthopyran Derivatives in Aqueous Media

This one-pot synthesis method using hexadecyltrimethylammonium bromide (HTMAB) offers high yields, neutral conditions, and environmental friendliness, with water as a green solvent.

Dual-function cinchona alkaloid catalysis: catalytic asymmetric tandem conjugate addition-protonation for the direct creation of nonadjacent stereocenters.

Bifunctional cinchona alkaloid catalysts enable efficient catalytic control of two nonadjacent stereocenters, enabling the enantioselective and diastereoselective creation of 1,3-tertiary-quaternary stereocenters.

Enantioselective organocatalytic Michael addition of malonate esters to nitro olefins using bifunctional cinchonine derivatives.

The thiourea derivative is the most effective bifunctional organic catalyst for enantioselective Michael addition of malonate esters to nitro olefins, offering potential for efficient synthesis of nitro compounds.

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