Total synthesis of the proposed structure of heronamide C

Kohei Sakanishi; Shunya Itoh; Ryosuke Sugiyama; Shinichi Nishimura; Hideaki Kakeya; Yoshiharu Iwabuchi; Naoki Kanoh

doi:10.1002/ejoc.201301487

Total synthesis of the proposed structure of heronamide C

Kohei Sakanishi, Shunya Itoh, Ryosuke Sugiyama, Shinichi Nishimura, Hideaki Kakeya, Yoshiharu Iwabuchi, Naoki Kanoh

PHA - Molecular Pharmaceutical Science

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

16 Citations (Scopus)

Abstract

The total synthesis of the proposed structure of heronamide C was accomplished through a Sato-Micalizio reductive alkyne-alkyne coupling strategy and remote-amine controlled stannylcupration. However, the physical data for the synthetic and natural samples differ from each other, which suggests that the proposed structure should be reinvestigated. The total synthesis of the proposed structure of heronamide C is accomplished by using a Sato-Micalizio reductive alkyne-alkyne coupling strategy and remote-amine-controlled stannylcupration. However, the physical data for the synthetic and natural samples differ from each other, which suggests that the proposed structure should be reinvestigated.

Original language	English
Pages (from-to)	1376-1380
Number of pages	5
Journal	European Journal of Organic Chemistry
Volume	2014
Issue number	7
DOIs	https://doi.org/10.1002/ejoc.201301487
Publication status	Published - 2014 Mar

Keywords

Alkynes
Cross-coupling
Macrocycles
Natural products
Total synthesis

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Organic Chemistry

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10.1002/ejoc.201301487

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AU - Sakanishi, Kohei

AU - Itoh, Shunya

AU - Sugiyama, Ryosuke

AU - Nishimura, Shinichi

AU - Kakeya, Hideaki

AU - Iwabuchi, Yoshiharu

AU - Kanoh, Naoki

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AB - The total synthesis of the proposed structure of heronamide C was accomplished through a Sato-Micalizio reductive alkyne-alkyne coupling strategy and remote-amine controlled stannylcupration. However, the physical data for the synthetic and natural samples differ from each other, which suggests that the proposed structure should be reinvestigated. The total synthesis of the proposed structure of heronamide C is accomplished by using a Sato-Micalizio reductive alkyne-alkyne coupling strategy and remote-amine-controlled stannylcupration. However, the physical data for the synthetic and natural samples differ from each other, which suggests that the proposed structure should be reinvestigated.

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KW - Macrocycles

KW - Natural products

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Total synthesis of the proposed structure of heronamide C

Abstract

Keywords

ASJC Scopus subject areas

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