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Article Abstract
We describe a Rh(I) catalyzed asymmetric ring opening of vinyl cyclopropanes using aryl boronic acids as C-nucleophiles. When ferrocene-based chiral bisphosphines are used as ligands, the products are obtained with regioselectivities typically 99:1 r.r. and ee's generally between 88 and 96%. A wide range of aryl boronic acids can be used, and the products can be converted into a variety of targets. Preliminary mechanistic studies indicate that Zn(OTf) plays a significant role in the reaction by promoting rhodium-ligand complex formation and accelerating the reaction. We expect this method and these mechanistic insights to be useful in the development of new asymmetric methods.
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC11378301 | PMC |
| http://dx.doi.org/10.1021/jacs.4c09490 | DOI Listing |
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