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Letters in Organic Chemistry

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ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

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Research Article

A Scope of Chiral Cyclopropanations of Various α-functionalized Diazoketone Derivatives with Styrene Catalyzed by p-Nitro Ru(II)-diphenyl- Pheox Complex

Author(s): Le Thi Loan Chi* and Seiji Iwasa

Volume 20, Issue 11, 2023

Published on: 12 June, 2023

Page: [1055 - 1061] Pages: 7

DOI: 10.2174/1570178620666230502154058

Price: $65

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Abstract

Following the success of the first intermolecular cyclopropanations of diazo acetoxy acetone with olefins using a novel p-nitro-Ru(II)-diphenyl-Pheox catalyst, other α-functionalized diazoketones have synthesized using the same reaction conditions. Consequently, chiral cyclopropyl products were formed with excellent yield (up to 87% yield), high diastereoselectivity (up to 99:1), and high enantioselectivity (up to 90% ee).

Keywords: Asymmetric synthesis, cyclopropanation, Ru(II)-pheox, diazoketones, p-nitro-Ru(II)-diphenyl-Pheox, carbene transfer.

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