Cu(II)-NHC Catalyzed Insertion of Quinoid Carbenes into cis-Epoxides: Stereoselective Synthesis of trans-Dihydronaphthodioxine DOI

Satabdi Bera,

Subarna Pan,

Rajarshi Samanta

et al.

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

Published: Jan. 28, 2025

A straightforward synthesis of trans-dihydronaphthodioxine has been efficiently accomplished through Cu(II)-NHC catalysis, involving the stereoselective ring opening cis-epoxides with quinoid-carbene. Intramolecular SN2-like substitution facilitates inversion stereochemistry during cis-epoxide opening. This reaction developed under simple conditions, demonstrating a broad substrate scope wide chemoselective profile. Additionally, late-stage functionalization complex bioactive molecules successfully achieved.

Language: Английский

Cu(II)-NHC Catalyzed Insertion of Quinoid Carbenes into cis-Epoxides: Stereoselective Synthesis of trans-Dihydronaphthodioxine DOI

Satabdi Bera,

Subarna Pan,

Rajarshi Samanta

et al.

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

Published: Jan. 28, 2025

A straightforward synthesis of trans-dihydronaphthodioxine has been efficiently accomplished through Cu(II)-NHC catalysis, involving the stereoselective ring opening cis-epoxides with quinoid-carbene. Intramolecular SN2-like substitution facilitates inversion stereochemistry during cis-epoxide opening. This reaction developed under simple conditions, demonstrating a broad substrate scope wide chemoselective profile. Additionally, late-stage functionalization complex bioactive molecules successfully achieved.

Language: Английский

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