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- W4226251115 abstract "We demonstrate that di-tert-butylsilanols are competent nucleophiles for the intramolecular interception of palladium π-allyl species. In these reactions, allyl ethyl carbonates are the best precursors for the formation of palladium π-allyl intermediates, and [(Cinnamyl)PdCl]2/BINAP is superior to other Pd salt/ligand framework combinations. Our optimized protocol is compatible with a variety of silanol substrates. Importantly, the cyclization is perfectly stereospecific, proceeding via an anti-syn mechanism, which stands in contrast to reported analogous reactions of alcohols and phenols, which proceed via an anti-anti mechanism. The alkenes in the product dioxasilinanes serve as blank slates for further functionalization." @default.
- W4226251115 created "2022-05-05" @default.
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- W4226251115 date "2022-04-25" @default.
- W4226251115 modified "2023-10-16" @default.
- W4226251115 title "Highly Stereospecific Cyclizations of Homoallylic Silanols" @default.
- W4226251115 doi "https://doi.org/10.26434/chemrxiv-2022-3wcj0" @default.
- W4226251115 hasPublicationYear "2022" @default.
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