Stereoselective Construction of Polyether trans-Pyran Ring System by Gold(I)-Catalyzed Cyclization

Hajime Yokoyama; Megumi Matsuo; Masahiro Miyazawa; Yoshiro Hirai

doi:10.1055/s-0035-1562525

Stereoselective Construction of Polyether trans-Pyran Ring System by Gold(I)-Catalyzed Cyclization

Hajime Yokoyama^*, Megumi Matsuo, Masahiro Miyazawa, Yoshiro Hirai

^*Corresponding author for this work

Department of Chemistry

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

2 Scopus citations

Abstract

Many natural polyether toxins contain the trans-pyran ladder structure. We describe a synthesis of the polyether trans-pyran ring system by using cationic gold(I)-catalyzed cyclization. This gold(I)-catalyzed cyclization provided high diastereoselectivity and high turnover. This method is expected to be applicable to the synthesis of polyethers.

Original language	English
Pages (from-to)	2731-2733
Number of pages	3
Journal	Synlett
Volume	27
Issue number	19
DOIs	https://doi.org/10.1055/s-0035-1562525
State	Published - 2016/12/01

Keywords

cyclization
gold catalyst
polyether
stereoselective
trans-fused pyran system

ASJC Scopus subject areas

Organic Chemistry
Drug Discovery

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10.1055/s-0035-1562525

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title = "Stereoselective Construction of Polyether trans-Pyran Ring System by Gold(I)-Catalyzed Cyclization",

abstract = "Many natural polyether toxins contain the trans-pyran ladder structure. We describe a synthesis of the polyether trans-pyran ring system by using cationic gold(I)-catalyzed cyclization. This gold(I)-catalyzed cyclization provided high diastereoselectivity and high turnover. This method is expected to be applicable to the synthesis of polyethers.",

keywords = "cyclization, gold catalyst, polyether, stereoselective, trans-fused pyran system",

author = "Hajime Yokoyama and Megumi Matsuo and Masahiro Miyazawa and Yoshiro Hirai",

note = "Publisher Copyright: {\textcopyright} Georg Thieme VerlagStuttgart · New York.",

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T1 - Stereoselective Construction of Polyether trans-Pyran Ring System by Gold(I)-Catalyzed Cyclization

AU - Yokoyama, Hajime

AU - Matsuo, Megumi

AU - Miyazawa, Masahiro

AU - Hirai, Yoshiro

N1 - Publisher Copyright: © Georg Thieme VerlagStuttgart · New York.

PY - 2016/12/1

Y1 - 2016/12/1

N2 - Many natural polyether toxins contain the trans-pyran ladder structure. We describe a synthesis of the polyether trans-pyran ring system by using cationic gold(I)-catalyzed cyclization. This gold(I)-catalyzed cyclization provided high diastereoselectivity and high turnover. This method is expected to be applicable to the synthesis of polyethers.

AB - Many natural polyether toxins contain the trans-pyran ladder structure. We describe a synthesis of the polyether trans-pyran ring system by using cationic gold(I)-catalyzed cyclization. This gold(I)-catalyzed cyclization provided high diastereoselectivity and high turnover. This method is expected to be applicable to the synthesis of polyethers.

KW - cyclization

KW - gold catalyst

KW - polyether

KW - stereoselective

KW - trans-fused pyran system

UR - http://www.scopus.com/inward/record.url?scp=84980315447&partnerID=8YFLogxK

U2 - 10.1055/s-0035-1562525

DO - 10.1055/s-0035-1562525

M3 - 学術論文

AN - SCOPUS:84980315447

SN - 0936-5214

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SP - 2731

EP - 2733

JO - Synlett

JF - Synlett

IS - 19

ER -

Stereoselective Construction of Polyether trans-Pyran Ring System by Gold(I)-Catalyzed Cyclization

Abstract

Keywords

ASJC Scopus subject areas

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