Highly Stereo- and Enantioselective Syntheses of δ-Alkyl-Substituted (Z)-Homoallylic Alcohols

Organic Letters, Journal Year: 2025, Volume and Issue: 27(2), P. 612 - 617

Published: Jan. 6, 2025

Highly stereo- and enantioselective synthesis of δ-alkyl-substituted (Z)-homoallylic alcohols via asymmetric allylation is developed. In the presence a chiral phosphoric acid catalyst, aldehydes with α-substituted allylboronates provides homoallylic excellent (Z)-selectivities enantioselectivities.

Language: Английский

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Nickel-Catalyzed Hydrocarbamoylation of Alkenes with Isocyanates

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: March 17, 2025

The hydrocarbamoylation of alkenes with isocyanates is a promising method for synthesizing amides. However, applying this strategy to more inert, simple alkenes, such as styrenes, α-olefins, and internal poses significant challenges. Here, we report the first nickel-catalyzed isocyanates, facilitated by triethoxysilane reduce nickelacycle intermediates. By switching ligands─including 6,6′-dimethyl-2,2′-bipyridine N-heterocyclic carbene─this efficiently produces amides from diverse array including gaseous olefins.

Language: Английский

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Controllable Radical Reactions of 1,3-Dienes with Light

ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 7749 - 7779

Published: April 25, 2025

Language: Английский

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Cobalt-Catalyzed Enantioselective Reductive Addition of Ketimine with Cyclopropyl Chloride to Construct the Chiral Amino Esters Bearing Cyclopropyl Fragments

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(22), P. 6311 - 6318

Published: Jan. 1, 2024

Co-catalyzed asymmetric reductive addition of ketimine with cyclopropyl chloride has been realized to access diverse chiral amino esters bearing fragments broad functional group tolerance and excellent enantioselectivities.

Language: Английский

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Enantioselective Synthesis of vic-Aminoalcohol Derivatives by Nickel-Catalyzed Reductive Coupling of Aldehydes with Protected Amino-pentadienoates

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 22, 2024

A VAPOL-derived phosphoramidite ligand is uniquely effective at reverting the regiochemical course of nickel-catalyzed reactions aldehydes with carbamate-protected 5-amino-2,4-pentadienoates as "push/pull" dienes; ensuing carbonyl α-amino-homoallylation reaction affords

Language: Английский

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