Synthesis and absolute stereochemistry of tanzawaic acid (GS-1302)

Hirokazu Arimoto; Kazuya Nishimura; Makoto Kuramoto; Daisuke Uemura

doi:10.1016/S0040-4039(98)02226-6

Synthesis and absolute stereochemistry of tanzawaic acid (GS-1302)

Hirokazu Arimoto, Kazuya Nishimura, Makoto Kuramoto, Daisuke Uemura

LIF - Molecular and Chemical Life Science

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

14 Citations (Scopus)

Abstract

The first total synthesis of tanzawaic acid A(GS-1302-3) is described. The stereocontrolled synthetic route allowes the absolute stereochemistry to be determined. One key transformation in the sequence involves a Stille coupling with a highly hindered aryl triflate. Examples and results of several coupling reactions are also included.

Original language	English
Pages (from-to)	9513-9516
Number of pages	4
Journal	Tetrahedron Letters
Volume	39
Issue number	51
DOIs	https://doi.org/10.1016/S0040-4039(98)02226-6
Publication status	Published - 1998 Dec 17

Keywords

Biologically active compounds
Carboxylic acids and derivatives
Stereochemistry
Stille coupling reactions

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10.1016/S0040-4039(98)02226-6

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title = "Synthesis and absolute stereochemistry of tanzawaic acid (GS-1302)",

abstract = "The first total synthesis of tanzawaic acid A(GS-1302-3) is described. The stereocontrolled synthetic route allowes the absolute stereochemistry to be determined. One key transformation in the sequence involves a Stille coupling with a highly hindered aryl triflate. Examples and results of several coupling reactions are also included.",

keywords = "Biologically active compounds, Carboxylic acids and derivatives, Stereochemistry, Stille coupling reactions",

author = "Hirokazu Arimoto and Kazuya Nishimura and Makoto Kuramoto and Daisuke Uemura",

note = "Funding Information: The authors thank Dr. G. Ott and Dr. M. Pedersen-Morrifso r helpful discussionsa nd for critiquingt he manuscript. This research was financially supportedb y a Grant-in-Aid for Scientific Research from the Ministry of Education,S cience,S portsand Culture, Japan.",

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T1 - Synthesis and absolute stereochemistry of tanzawaic acid (GS-1302)

AU - Arimoto, Hirokazu

AU - Nishimura, Kazuya

AU - Kuramoto, Makoto

AU - Uemura, Daisuke

N1 - Funding Information: The authors thank Dr. G. Ott and Dr. M. Pedersen-Morrifso r helpful discussionsa nd for critiquingt he manuscript. This research was financially supportedb y a Grant-in-Aid for Scientific Research from the Ministry of Education,S cience,S portsand Culture, Japan.

PY - 1998/12/17

Y1 - 1998/12/17

N2 - The first total synthesis of tanzawaic acid A(GS-1302-3) is described. The stereocontrolled synthetic route allowes the absolute stereochemistry to be determined. One key transformation in the sequence involves a Stille coupling with a highly hindered aryl triflate. Examples and results of several coupling reactions are also included.

AB - The first total synthesis of tanzawaic acid A(GS-1302-3) is described. The stereocontrolled synthetic route allowes the absolute stereochemistry to be determined. One key transformation in the sequence involves a Stille coupling with a highly hindered aryl triflate. Examples and results of several coupling reactions are also included.

KW - Biologically active compounds

KW - Carboxylic acids and derivatives

KW - Stereochemistry

KW - Stille coupling reactions

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M3 - Article

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VL - 39

SP - 9513

EP - 9516

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 51

ER -

Synthesis and absolute stereochemistry of tanzawaic acid (GS-1302)

Abstract

Keywords

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