Protecting‐group‐free palladium‐catalyzed hydroxylation,C–O and C–N coupling of chiral 6‐bromo‐ and 6,6’‐dibromo‐ 1,1’‐binaphthols |
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| Authors: | Junyu Dong Tianbin Li Chuan Dai Wen Weng Xinghua Xue Yuyu Zhang Qingle Zeng |
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| Affiliation: | 1. Institute of Green Catalysis and Synthesis, State Key Lab of Geohazard Prevention and Geoenvironment Protection, College of Materials and Chemistry and Chemical Engineering, Chengdu University of Technology, , Chengdu?, 610059 China;2. Department of Chemistry and Environmental Science, Zhangzhou Normal University, , Zhangzhou?, 363000 China;3. College of Materials and Chemical Engineering, Hainan University, , Haikou?, 570228 China |
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| Abstract: | A straightforward, protecting‐group‐free protocol for the synthesis of chiral 6‐substituted and 6,6’‐disubstituted binols (binol = 1,1’‐bi‐2‐naphthol) by palladium‐catalyzed hydroxylation, C–N and C–O coupling of chiral 6‐bromo‐ and 6,6’ ‐dibromo‐1,1’‐binaphthols is developed. The protecting group free palladium‐catalyzed hydroxylation, C–O and C–N cross‐coupling protocol affords a straightforward and general method for the synthesis of chiral 6‐substituted and 6,6’‐disubstituted binols with good yields, avoiding the tedious procedures of introduction and removal of protecting groups. Copyright © 2013 John Wiley & Sons, Ltd. |
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| Keywords: | palladium catalysis cross‐coupling 1,1’ ‐bi‐2‐naphthol (binol) protecting group free chiral synthesis |
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