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一种用于铑催化的不对称芳基硼酸对α,β-不饱和酮 1,4-加成反应的 N-连接双齿膦酰胺配体(N-Me-BIPAM)。

An N-linked bidentate phosphoramidite ligand (N-Me-BIPAM) for rhodium-catalyzed asymmetric 1,4-addition of arylboronic acids to α,β-unsaturated ketones.

机构信息

Frontier Chemistry Center, Hokkaido University, Sapporo, Japan.

出版信息

Molecules. 2012 Dec 20;18(1):14-26. doi: 10.3390/molecules18010014.

DOI:10.3390/molecules18010014
PMID:23344185
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6269836/
Abstract

A new bidentate phosphoramidite (N-Me-BIPAM) based on Shibasaki's N-linked BINOL was synthesized. This ligand appears to be highly effective for rhodium-catalyzed asymmetric conjugated addition of arylboronic acids to α,β-unsaturated enones. The reaction of ortho-substituted arylboronic acid with acyclic and cyclic enones provides the corresponding products in good yields and enantioselectivities.

摘要

一种新型的双齿膦酰胺配体(N-Me-BIPAM)基于 Shibasaki 的 N 连接的 BINOL 合成。该配体对于铑催化的芳基硼酸对α,β-不饱和烯酮的不对称共轭加成反应似乎非常有效。邻位取代的芳基硼酸与无环和环状烯酮的反应以良好的收率和对映选择性提供了相应的产物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/667f/6269836/e46324ca187e/molecules-18-00014-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/667f/6269836/c8c69d533cf5/molecules-18-00014-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/667f/6269836/038474ec7889/molecules-18-00014-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/667f/6269836/11d1d6246790/molecules-18-00014-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/667f/6269836/e46324ca187e/molecules-18-00014-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/667f/6269836/c8c69d533cf5/molecules-18-00014-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/667f/6269836/038474ec7889/molecules-18-00014-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/667f/6269836/11d1d6246790/molecules-18-00014-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/667f/6269836/e46324ca187e/molecules-18-00014-g001.jpg

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