Rhodium/zinc co-catalyzed asymmetric ring opening reactions of oxabenzonorbornadienes with carboxylic acids

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• 作者：Xiaobo He^a ; Jingchao Chen^a ; ; Xin Xu^a ; Fan Yang^a ; Cuiping Gu^a ; Yongyun Zhou^a ; Baomin Fan^a ; ^b ;
• 刊名：Tetrahedron: Asymmetry
• 出版年：2017
• 出版时间：15 January 2017
• 年：2017
• 卷：28
• 期：1
• 页码：62-68
• 全文大小：2250 K
• 卷排序：28

文摘

The asymmetric ring opening reactions of oxabenzonorbornadienes with carboxylic acids are described. By using the complex of [Rh(COD)Cl]2 and (S,S)-BDPP, with ZnI2 as the co-catalyst, a range of aromatic acids and alkyl acids were utilized as nucleophiles to afford the corresponding chiral hydronaphthalene products with high enantioselectivities (84–94% ee). Thus, the present methodology has provides an effective synthetic method for the preparation of enantioenriched hydronaphthalenes.