Synthesis of P-Chiral Dihydrobenzooxaphospholes Through Negishi Cross-Coupling

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• 作者：Joshua D. Sieber ; Bo Qu ; Sonia Rodr??guez ; Nizar Haddad ; Nelu Grinberg ; Heewon Lee ; Jinhua J. Song ; Nathan K. Yee ; Chris H. Senanayake
• 刊名：Journal of Organic Chemistry
• 出版年：2016
• 出版时间：January 15, 2016
• 年：2016
• 卷：81
• 期：2
• 页码：729-736
• 全文大小：402K
• ISSN：1520-6904

文摘

An efficient Negishi cross-coupling was developed for the synthesis of the biaryl axes present in useful P-chiral dihydrobenzooxaphosphole ligands. This approach has allowed for the synthesis of new derivatives of these ligands that were not accessible by the previous route employing Suzuki–Miyaura cross-coupling. The use of Pd₂(dba)₃/BI-DIME as the catalyst system affords the desired biaryl compounds in good yields with excellent rates and with catalyst loadings as low as 0.25 mol %.