Total Syntheses of Ningalins D and G

  • Kim, Jang-Yeop
  • Kim, Dong-Hyun
  • Jeon, Tae-Hong
  • Kim, Woo-Hyung
  • Cho, Cheon-Gyu
Citations

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24

초록

A flexible synthetic strategy for the total syntheses of ningalins D and G is described. The highly effective TMS-OTf/2,6-lutidine-mediated [3,3]-sigmatropic rearrangement of densely loaded dinaphthyl hydrazides and cyclization of the resulting 2,2'-diamino-1,1'-dinaphthyls afforded the key 7H-dibenzo[c,g]carbazole intermediates. Successful conversions to biphenylene quinone methides followed by regioselective brominations completed the total syntheses of the titled marine alkaloids.

키워드

FISCHER INDOLE SYNTHESISMETHYL ARENESALKALOIDSREARRANGEMENTHYDRAZIDESACIDBROMINATIONLAMELLARINSCOMBINATIONIODINATION
제목
Total Syntheses of Ningalins D and G
저자
Kim, Jang-YeopKim, Dong-HyunJeon, Tae-HongKim, Woo-HyungCho, Cheon-Gyu
DOI
10.1021/acs.orglett.7b02372
발행일
2017-09
유형
Article
저널명
Organic Letters
19
17
페이지
4688 ~ 4691