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Total Syntheses of Ningalins D and G

Author:
Kim, Jang-Yeop  Kim, Dong-Hyun  Jeon, Tae-Hong  Kim, Woo-Hyung  Cho, Cheon-Gyu  


Journal:
ORGANIC LETTERS


Issue Date:
2017


Abstract(summary):

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.


Page:
4688---4691


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