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- W2347745596 abstract "Objective To invent a convient route for total synthesis of shikonin and alkannin in excellent enantiomeric excess and high yield. Methods The key intermediate( R) or( S)-4-methyL-1-( 1,4,5,8-tetramethoxynaphthalen-2-yl) pent-3-en-1-ol( 4) was synthesized from 1,4,5,8-tetramethoxy-2-naphthaldehyde via Reformatsky reaction,Dess-Martin oxidization and asymmetric hydrogenation by chiral chlorodiisopinocampheylborane( DIP-Cl). After compound 4 was in hand,shikonin and alkanin can be obtained respectively by three chemical redections,including acetylation-oxidation,reduction-acetylation and oxidation-hydrolysis.Results and Conclusions Structures of the target compounds and other intermediates are confirmed by1H-NMR. The total yield reaches 41. 6% with excellent enantiomeric excesses( 96% e. e. for shikonin and95% e. e. for alkannin)." @default.
- W2347745596 created "2016-06-24" @default.
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- W2347745596 date "2014-01-01" @default.
- W2347745596 modified "2023-10-09" @default.
- W2347745596 title "Asymmetric synthesis of shikonin and alkannin" @default.
- W2347745596 hasPublicationYear "2014" @default.
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