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- W2065320222 abstract "A route to optically enriched δ-lactones 3 via chiral tertiary amine-catalyzed hetero-Diels-Alder reaction is presented. α,β-Unsaturated acid chlorides 1 (slowly added via syringe pump) serve as precursors for vinyl ketenes 4, which are activated as enantiomerically pure zwitterionic ammonium dienenolates 5 by quinidine derivative 2a (2b for R1 = i-Bu).Trapping of s-cis-5 with chloral as electron-poor dienophile furnishes δ-lactones 3 in moderate to good yields and good to high enantioselectivities. The Lewis acid co-catalyst Sn(OTf)2 facilitates the dehydrohalogenation step and increases the overall efficiency leading to improved yields." @default.
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- W2065320222 date "2007-08-23" @default.
- W2065320222 modified "2023-09-27" @default.
- W2065320222 title "Vinyl Ketenes in Hetero-Diels-Alder Reactions" @default.
- W2065320222 doi "https://doi.org/10.1055/s-2007-968876" @default.
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