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

التفاصيل البيبلوغرافية
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
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