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- W2952126935 abstract "A new highly diastereoselective synthetic route to trans-2,3-dihydrobenzofuran systems, in particular those bearing an aryl substituent at the C2 position, is described. The cornerstone of our strategy is the implementation of a cross-metathesis/isomerization/allylboration sequence starting from 2-allyl-substituted phenols and aldehydes. After an intramolecular Mitsunobu cyclization step, the anti-homoallylic alcohols allow the synthesis of the desired skeleton in a stereoselective fashion. As an illustration, we used this strategy for the preparation of the dihydrodehydrodiconiferyl alcohol (1a), a natural dihydrobenzofuran neolignan, as well as for a formal synthesis of its O-demethylated derivative 1b. An enantioselective version of this approach employing a chiral phosphoric acid in the allylboration step is also studied." @default.
- W2952126935 created "2019-06-27" @default.
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- W2952126935 date "2015-08-01" @default.
- W2952126935 modified "2023-10-17" @default.
- W2952126935 title "ChemInform Abstract: A Diastereoselective Route to trans-2-Aryl-2,3-dihydrobenzofurans Through Sequential Cross-Metathesis/Isomerization/Allylboration Reactions: Synthesis of Bioactive Neolignans." @default.
- W2952126935 cites W1873143970 @default.
- W2952126935 doi "https://doi.org/10.1002/chin.201534139" @default.
- W2952126935 hasPublicationYear "2015" @default.
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