Chiral ruthenium complex/Ph 2 P(2-furyl)–catalyzed asymmetric nucleophilic addition of aryl aldehyde hydrazones to simple ketones DOI Creative Commons

Chenghao Zhu,

Zihao Ye, Haining Wang

et al.

Science Advances, Journal Year: 2025, Volume and Issue: 11(12)

Published: March 21, 2025

An efficient synthesis of chiral tertiary alcohols through asymmetric nucleophilic addition reaction aldehyde hydrazones to simple ketones (especially aryl/methyl ketones) has been well established. Aryl aldehydes could be used as latent benzyl carbanion equivalents via reductive polarity reversal. The key the success was combination an achiral monophosphine ligand Ph 2 P(2-furyl) with a diamine derivative, which enhanced enantioselectivity and reactivity. Density functional theory calculations revealed hydrogen bond interactions between ligand, base anion, combined induce desired enantioselectivity. Moreover, further synthetic transformation high chirality transfer also demonstrated.

Language: Английский

Chiral ruthenium complex/Ph 2 P(2-furyl)–catalyzed asymmetric nucleophilic addition of aryl aldehyde hydrazones to simple ketones DOI Creative Commons

Chenghao Zhu,

Zihao Ye, Haining Wang

et al.

Science Advances, Journal Year: 2025, Volume and Issue: 11(12)

Published: March 21, 2025

An efficient synthesis of chiral tertiary alcohols through asymmetric nucleophilic addition reaction aldehyde hydrazones to simple ketones (especially aryl/methyl ketones) has been well established. Aryl aldehydes could be used as latent benzyl carbanion equivalents via reductive polarity reversal. The key the success was combination an achiral monophosphine ligand Ph 2 P(2-furyl) with a diamine derivative, which enhanced enantioselectivity and reactivity. Density functional theory calculations revealed hydrogen bond interactions between ligand, base anion, combined induce desired enantioselectivity. Moreover, further synthetic transformation high chirality transfer also demonstrated.

Language: Английский

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