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- W2061249628 abstract "The total synthesis of (+)-cocaine is described. An extension of the recently reported proline catalyzed intramolecular enol−exo-aldol reaction to a meso-dialdehyde provided the tropane ring skeleton directly with good enantiomeric excess. The meso-dialdehyde was prepared using a 2-azaallyllithium [3 + 2] cycloaddition to generate a cis-2,5-disubstituted pyrrolidine. Overall, the synthesis proceeded in 6.5% yield and 86% ee over 14 linear steps starting from commercially available 3-benzyloxy-1-propanol." @default.
- W2061249628 created "2016-06-24" @default.
- W2061249628 creator A5022842565 @default.
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- W2061249628 date "2004-08-19" @default.
- W2061249628 modified "2023-09-23" @default.
- W2061249628 title "Total Synthesis of (+)-Cocaine via Desymmetrization of a <i>meso</i>-Dialdehyde" @default.
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- W2061249628 doi "https://doi.org/10.1021/ol048777a" @default.
- W2061249628 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/15355038" @default.
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