An enantioselective addition of arylboronic acids and α-ketoesters promoted by a Rhodium(I)-chiral diene catalyst is reported. The transformation proceeds regioselectively in the presence of as low as 0.5 mol% of the catalyst generated in situ from a Rhodium(I) salt and diene L1, which is a bicyclo[2.2.1] ligand scaffold bearing 2,5 dinaphthyl substituents, to afford tertiary chiral α-hydroxy esters with high stereoselectivities (90–99% ee's) and in 50–>99% yields. The method provides an expeditious and enantioselective synthesis of (S)-flutriafol. (Figure presented.).
|Number of pages||10|
|Journal||Advanced Synthesis and Catalysis|
|Publication status||Published - 2018 Sept 3|
- asymmetric catalysis
- tertiary α-hydroxy esters
ASJC Scopus subject areas
- Organic Chemistry
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CCDC 1835616: Experimental Crystal Structure Determination
Chang, C. (Creator), Uang, T. (Creator), Jian, J. (Creator), Zhou, M. (Creator), Chen, M. (Creator), Kuo, T. (Creator), Wu, P. (Creator) & Wu, H. (Creator), Unknown Publisher, 2018
DOI: 10.5517/ccdc.csd.cc1zm3f4, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc1zm3f4&sid=DataCite