Nitrile assisted, Brønsted acid catalyzed regio and stereoselective diarylphosphonylation of allyl silyl ethers
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摘要We have discovered a mild, catalytic protocol for the regio- and stereoselective synthesis of trisubstituted allyl diarylphosphonates from the corresponding disubstituted allyl silyl ethers, circumventing the challenges related to the preparation and availability of stereodefined trisubstituted olefins. A closely related arylation reaction was also discovered during the methodology development. By simply switching the reaction medium, high phosphonylation/arylation ratios and vice versa can be achieved. This may not be a direct result of changing solvent polarity. The allyl diarylphosphonates were evaluated as carboxylesterase inhibitors, and the screening results revealed that the inhibitory efficiency is highly related to the choice of alkenes and aryl substituents. © The Royal Society of Chemistry 2010.
著者Ho C.-Y., Chan C.-W., Wo S.-K., Zuo Z., Chan L.-Y.
期刊名稱Organic and Biomolecular Chemistry
詳細描述2010
出版年份2010
月份8
日期7
卷號8
期次15
出版社Royal Society of Chemistry
出版地United Kingdom
頁次3480 - 3487
國際標準期刊號1477-0520
電子國際標準期刊號1477-0539
語言英式英語

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