Journal
ORGANIC LETTERS
Volume 8, Issue 14, Pages 3097-3100Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol061117g
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- NCRR NIH HHS [SIG-1-510-RR-06307] Funding Source: Medline
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[GRAPHICS] Two simple TADDOL-derived monodentate ligands, the (1R, 2S)-2-phenylcyclohexanol-derived phosphite and the N,N-(phenylbenzyl)-phosphoramidite, give comparably high levels of enantioselectivity (90-96% ee) in the rhodium-catalyzed hydroborations of substituted styrenes bearing either electron-donating or electron-withdrawing substituents. Rhodium(I) chloride and tetrafluoroborate catalyst precursors give comparable results. Pinacolborane is superior to catecholborane in these reactions.
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