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Meng L, Yang W, Pan X, et al. Platinum-catalyzed asymmetric ring-opening reactions of oxabenzonorbornadienes with phenols. J Org Chem. 2015;80(5):2503-12doi: 10.1021/acs.joc.5b00065.
Meng, L., Yang, W., Pan, X., Tao, M., Cheng, G., Wang, S., Zeng, H., Long, Y., & Yang, D. (2015). Platinum-catalyzed asymmetric ring-opening reactions of oxabenzonorbornadienes with phenols. The Journal of organic chemistry, 80(5), 2503-12. https://doi.org/10.1021/acs.joc.5b00065
Meng, Ling, et al. "Platinum-catalyzed asymmetric ring-opening reactions of oxabenzonorbornadienes with phenols." The Journal of organic chemistry vol. 80,5 (2015): 2503-12. doi: https://doi.org/10.1021/acs.joc.5b00065
Meng L, Yang W, Pan X, Tao M, Cheng G, Wang S, Zeng H, Long Y, Yang D. Platinum-catalyzed asymmetric ring-opening reactions of oxabenzonorbornadienes with phenols. J Org Chem. 2015 Mar 06;80(5):2503-12. doi: 10.1021/acs.joc.5b00065. Epub 2015 Feb 20. PMID: 25679332.
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J Org Chem. 2015 Mar 06;80(5):2503-12. doi: 10.1021/acs.joc.5b00065. Epub 2015 Feb 20.

Platinum-catalyzed asymmetric ring-opening reactions of oxabenzonorbornadienes with phenols.

The Journal of organic chemistry

Ling Meng, Wen Yang, Xuejing Pan, Meng Tao, Guo Cheng, Sanyong Wang, Heping Zeng, Yuhua Long, Dingqiao Yang

Affiliations

  1. Guangzhou Key Laboratory of Materials for Energy Conversion and Storage, School of Chemistry and Environment, South China Normal University , Guangzhou 510006, People's Republic of China.

PMID: 25679332 DOI: 10.1021/acs.joc.5b00065

Abstract

A platinum(II)-catalyzed asymmetric ring opening of oxabenzonorbornadienes with phenols was developed, which afforded the corresponding cis-2-(un)substituted phenoxy-1,2-dihydronaphthalen-1-ol products rather than the trans ones in excellent yields (up to 99%) with moderate to good enantioselectivities (up to 87% ee) under mild conditions. In addition, the cis-configuration of product 2b was confirmed by X-ray diffraction analysis. Based on the results, a potential mechanism for the present catalytic reaction was proposed.

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