Studies of the asymmetric total synthesis of clavilactone D by the 'lariat' cyclization strategy

Takehiko Yoshimitsu; Shoji Nojima; Masashi Hashimoto; Koji Tsukamoto; Tetsuaki Tanaka

doi:10.1055/s-0029-1216909

Studies of the asymmetric total synthesis of clavilactone D by the 'lariat' cyclization strategy

Takehiko Yoshimitsu, Shoji Nojima, Masashi Hashimoto, Koji Tsukamoto, Tetsuaki Tanaka

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

16 Citations (Scopus)

Abstract

A route to the core structure of clavilactone D, a new member of the tyrosine kinase inhibitors, is reported. The route employs sequential cyclization initiated by iodo etherification followed by Friedel-Crafts cyclization to furnish a polycyclic lactone fused with an aromatic ring, which is readily transformed into the proposed clavilactone scaffold.

Original language	English
Pages (from-to)	2963-2969
Number of pages	7
Journal	Synthesis
Issue number	17
DOIs	https://doi.org/10.1055/s-0029-1216909
Publication status	Published - Nov 18 2009
Externally published	Yes

Keywords

Alkylations
Asymmetric synthesis
Cyclizations
Natural products
Total synthesis

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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10.1055/s-0029-1216909

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abstract = "A route to the core structure of clavilactone D, a new member of the tyrosine kinase inhibitors, is reported. The route employs sequential cyclization initiated by iodo etherification followed by Friedel-Crafts cyclization to furnish a polycyclic lactone fused with an aromatic ring, which is readily transformed into the proposed clavilactone scaffold.",

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AU - Yoshimitsu, Takehiko

AU - Nojima, Shoji

AU - Hashimoto, Masashi

AU - Tsukamoto, Koji

AU - Tanaka, Tetsuaki

PY - 2009/11/18

Y1 - 2009/11/18

N2 - A route to the core structure of clavilactone D, a new member of the tyrosine kinase inhibitors, is reported. The route employs sequential cyclization initiated by iodo etherification followed by Friedel-Crafts cyclization to furnish a polycyclic lactone fused with an aromatic ring, which is readily transformed into the proposed clavilactone scaffold.

AB - A route to the core structure of clavilactone D, a new member of the tyrosine kinase inhibitors, is reported. The route employs sequential cyclization initiated by iodo etherification followed by Friedel-Crafts cyclization to furnish a polycyclic lactone fused with an aromatic ring, which is readily transformed into the proposed clavilactone scaffold.

KW - Alkylations

KW - Asymmetric synthesis

KW - Cyclizations

KW - Natural products

KW - Total synthesis

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ER -

Studies of the asymmetric total synthesis of clavilactone D by the 'lariat' cyclization strategy

Abstract

Keywords

ASJC Scopus subject areas

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