Successive Michael Reaction-Sigmatropic Rearrangement of Naphthodiquinone with O-Silylated Ketene Acetals Leading to Synthesis of Cycloshikonin and Structure-Reactivity Relationship for Side Chain of Naphthazarins

Mariko Aso; Ken Kanematsu

doi:10.1248/cpb.41.1549

Successive Michael Reaction-Sigmatropic Rearrangement of Naphthodiquinone with O-Silylated Ketene Acetals Leading to Synthesis of Cycloshikonin and Structure-Reactivity Relationship for Side Chain of Naphthazarins

Mariko Aso, Ken Kanematsu

Chemo-Pharmaceutical Sciences

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

5 Citations (Scopus)

Abstract

Synthesis of cycloshikonin via successive Michael reaction-sigmatropic rearrangement of naphthodiquinone with O-silylated ketene acetals is described. The structure dependence of the reactivity of the side chain of intermediary naphthazarin derivatives has also been investigated.

Original language	English
Pages (from-to)	1549-1556
Number of pages	8
Journal	Chemical and Pharmaceutical Bulletin
Volume	41
Issue number	9
DOIs	https://doi.org/10.1248/cpb.41.1549
Publication status	Published - 1993

All Science Journal Classification (ASJC) codes

Chemistry(all)
Drug Discovery

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Successive Michael Reaction-Sigmatropic Rearrangement of Naphthodiquinone with O-Silylated Ketene Acetals Leading to Synthesis of Cycloshikonin and Structure-Reactivity Relationship for Side Chain of Naphthazarins. / Aso, Mariko; Kanematsu, Ken.
In: Chemical and Pharmaceutical Bulletin, Vol. 41, No. 9, 1993, p. 1549-1556.

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

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abstract = "Synthesis of cycloshikonin via successive Michael reaction-sigmatropic rearrangement of naphthodiquinone with O-silylated ketene acetals is described. The structure dependence of the reactivity of the side chain of intermediary naphthazarin derivatives has also been investigated.",

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Successive Michael Reaction-Sigmatropic Rearrangement of Naphthodiquinone with O-Silylated Ketene Acetals Leading to Synthesis of Cycloshikonin and Structure-Reactivity Relationship for Side Chain of Naphthazarins

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