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- W2316657613 abstract "Asymmetric total syntheses of two indoline alkaloids lundurine A and isoschizogamine were described in this paper. In the synthesis of lundurine A, an organometallic addition of imminium cation (4 to 3) was used to build the C20 quaternary carbon stereocenter. A Simmons-Smith reaction (2 to 1) was used as a key step to efficiently and simultaneously assemble the cyclopropyl C ring, six-membered D ring, seven-membered E ring, and C2 and C7 quaternary carbon stereocenters. The absolute configuration of natural (–)-lundurine A was deduced to be 2R, 7R, 20R based on stepwise construction of stereocenters during total synthesis. In the synthesis of isoschizogamine, two Michael additions of (R)-N-tert-butanesulfinyl imidate 13 to α, β-unsaturated diester 12, and intermediate 9 to propynoic acid methyl ester 10 were used as key steps to set up the stereocenters at C2 and C7." @default.
- W2316657613 created "2016-06-24" @default.
- W2316657613 creator A5017751936 @default.
- W2316657613 date "2015-04-09" @default.
- W2316657613 modified "2023-10-18" @default.
- W2316657613 title "Asymmetric total syntheses of Lundurine A and isoschizogamine" @default.
- W2316657613 doi "https://doi.org/10.1055/s-0035-1545091" @default.
- W2316657613 hasPublicationYear "2015" @default.
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