Formal synthesis of ent-Cephalotaxine using a one-pot Parham-aldol sequence

Siitonen, Juha; Yu, Lu; Danielsson, Jakob; Gregorio, Giovanni Di; Somfai, Peter

doi:10.1021/acs.joc.8b01540

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Siitonen, J., Yu, L., Danielsson, J., Gregorio, G. D., & Somfai, P. (2018). Formal synthesis of ent-Cephalotaxine using a one-pot Parham-aldol sequence. Journal of Organic Chemistry, 83(18), 11318-11322. https://doi.org/10.1021/acs.joc.8b01540

Julkaistu sarjassa

Journal of Organic Chemistry

Tekijät

Siitonen, Juha |

Yu, Lu |

Danielsson, Jakob |

Gregorio, Giovanni Di |

Somfai, Peter

Päivämäärä

2018

Oppiaine

Orgaaninen kemia Organic Chemistry

Tekijänoikeudet

A short formal synthesis of ent-Cephalotaxine is achieved. The approach features a new Lewis acid mediated [2,3]-Stevens rearrangement of N-allylated prolineamide to generate a key quaternary stereogenic center. Additionally, a one-pot Parham–aldol sequence was developed to rapidly assembly two of the four rings in the cephalotaxine core.

Julkaisija

American Chemical Society

ISSN Hae Julkaisufoorumista

0022-3263

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