A formal total synthesis of the marine diterpenoid diisocyanoadociane

Kelly A. Fairweather; Lewis N. Mander

doi:10.1021/ol061228f

A formal total synthesis of the marine diterpenoid diisocyanoadociane

Kelly A. Fairweather, Lewis N. Mander^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

25 Citations (Scopus)

Abstract

A formal total synthesis of diisocyanoadociane, a marine diterpenoid with potent antimalarial properties, has been completed. The synthesis begins with a phenanthrenoid precursor that is transformed into a pyrene-derived intermediate by means of an intramolecular Michael reaction. Nitrogen functionality is introduced via a double Curtius reaction.

Original language	English
Pages (from-to)	3395-3398
Number of pages	4
Journal	Organic Letters
Volume	8
Issue number	15
DOIs	https://doi.org/10.1021/ol061228f
Publication status	Published - 20 Jul 2006

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abstract = "A formal total synthesis of diisocyanoadociane, a marine diterpenoid with potent antimalarial properties, has been completed. The synthesis begins with a phenanthrenoid precursor that is transformed into a pyrene-derived intermediate by means of an intramolecular Michael reaction. Nitrogen functionality is introduced via a double Curtius reaction.",

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AB - A formal total synthesis of diisocyanoadociane, a marine diterpenoid with potent antimalarial properties, has been completed. The synthesis begins with a phenanthrenoid precursor that is transformed into a pyrene-derived intermediate by means of an intramolecular Michael reaction. Nitrogen functionality is introduced via a double Curtius reaction.

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A formal total synthesis of the marine diterpenoid diisocyanoadociane

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