Rhodium-Catalyzed Asymmetric Construction of Quaternary Carbon Stereocenters:  Ligand-Dependent Regiocontrol in the 1,4-Addition to Substituted Maleimides

Rhodium-Catalyzed Asymmetric Construction of Quaternary Carbon Stereocenters:  Ligand-Dependent Regiocontrol in the 1,4-Addition to Substituted Maleimides

A rhodium-catalyzed asymmetric 1,4-addition of arylboronic acids to substituted maleimides has been described. The regioselectivity in this reaction is controlled by the choice of ligand (dienes or bisphosphines), and 1,4-adducts with a quaternary stereocenter can be obtained with high regio- and en...

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Veröffentlicht in:Journal of the American Chemical Society 2006-05, Vol.128 (17), p.5628-5629
Hauptverfasser: Shintani, Ryo, Duan, Wei-Liang, Hayashi, Tamio
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Chemical reactivity
Chemistry
Exact sciences and technology
Organic chemistry
Reactivity and mechanisms
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creator Shintani, Ryo
Duan, Wei-Liang
Hayashi, Tamio
description A rhodium-catalyzed asymmetric 1,4-addition of arylboronic acids to substituted maleimides has been described. The regioselectivity in this reaction is controlled by the choice of ligand (dienes or bisphosphines), and 1,4-adducts with a quaternary stereocenter can be obtained with high regio- and enantioselectivity by the use of (R)-H8-binap.
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subjects Chemical reactivity
Chemistry
Exact sciences and technology
Organic chemistry
Reactivity and mechanisms
title Rhodium-Catalyzed Asymmetric Construction of Quaternary Carbon Stereocenters:  Ligand-Dependent Regiocontrol in the 1,4-Addition to Substituted Maleimides
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