Total Synthesis of (+/-)-Lycorine from the Endo-Cycloadduct of 3,5-Dibromo-2-pyrone and (E)-beta-Borylstyrene

  • Shin, Hyeong-Seob
  • Jung, Yong-Geun
  • Cho, Hyun-Kyu
  • Park, Yong-Gyu
  • Cho, Cheon-Gyu
Citations

WEB OF SCIENCE

48
Citations

SCOPUS

50

초록

A new synthetic route to (+/-)-lycorine, starting from the endo-cycloadduct of 3,5-dibromo-2-pyrone and (E)-beta-borylstyrene, is reported. Boronate oxidation and a set of reactions including face-selective epoxidation provided the pivotal C1-OH group and C3/C3a double bond.

키워드

DIELS-ALDER REACTIONAMARYLLIDACEAE ALKALOIDSBIOLOGICAL EVALUATIONLYCORINE DERIVATIVES(+/-)-CRININECONCISECASCADEROUTE
제목
Total Synthesis of (+/-)-Lycorine from the Endo-Cycloadduct of 3,5-Dibromo-2-pyrone and (E)-beta-Borylstyrene
저자
Shin, Hyeong-SeobJung, Yong-GeunCho, Hyun-KyuPark, Yong-GyuCho, Cheon-Gyu
DOI
10.1021/ol502792p
발행일
2014-11
유형
Article
저널명
Organic Letters
16
21
페이지
5718 ~ 5720