Enantioselective palladium-catalyzed diboration of 1,1-disubstituted allenes† †Electronic supplementary information (ESI) available. CCDC 1517472 and 1517578. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c7sc01254c Click here for additional data file. Click here for additional data file
العنوان: | Enantioselective palladium-catalyzed diboration of 1,1-disubstituted allenes† †Electronic supplementary information (ESI) available. CCDC 1517472 and 1517578. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c7sc01254c Click here for additional data file. Click here for additional data file |
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المؤلفون: | Liu, Jiawang, Nie, Ming, Zhou, Qinghai, Gao, Shen, Jiang, Wenhao, Chung, Lung Wa, Tang, Wenjun, Ding, Kuiling |
المصدر: | Chemical Science |
بيانات النشر: | Royal Society of Chemistry, 2017. |
سنة النشر: | 2017 |
مصطلحات موضوعية: | Chemistry |
الوصف: | Enantioselective palladium-catalyzed diboration of 1,1-disubstituted allenes is developed for the first time by employing a P-chiral monophosphorus ligand, BI-DIME. A practical and enantioselective palladium-catalyzed diboration of 1,1-disubstituted allenes is developed by employing a P-chiral monophosphorus ligand, BI-DIME. A series of diboronic esters containing a chiral tertiary boronic ester moiety are formed in excellent yields and ee’s with the palladium loading as low as 0.2 mol%. DFT calculations revealed a concerted mechanism of oxidative addition of bis(pinacolato)diboron and allene insertion, as well as a critical dispersion effect on the origins of the enantioselectivity. The method is successfully applied to the concise and enantioselective synthesis of brassinazole. |
اللغة: | English |
تدمد: | 2041-6539 2041-6520 |
الوصول الحر: | https://explore.openaire.eu/search/publication?articleId=pmid________::8ca77907bbf163c3cb758580112b8098Test http://europepmc.org/articles/PMC5615263Test |
حقوق: | OPEN |
رقم الانضمام: | edsair.pmid..........8ca77907bbf163c3cb758580112b8098 |
قاعدة البيانات: | OpenAIRE |
تدمد: | 20416539 20416520 |
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