Synthesis and structure revision of litseaone A

Hideaki Kageji; Naoki Mori; Hirosato Takikawa; Hidenori Watanabe

doi:10.1016/j.tet.2018.10.041

Synthesis and structure revision of litseaone A

Hideaki Kageji, Naoki Mori, Hirosato Takikawa, Hidenori Watanabe

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

1 Citation (Scopus)

Abstract

Litseaone A, isolated from the stem barks of Litsea rubescens and Litsea pedunculata, is a chalcone derivative with a novel spiro-epoxide moiety. The structural revision of litseaone A was achieved by the racemic synthesis of the proposed structure and the asymmetric synthesis of the revised structure. The major tautomeric structure of litseaone A and the relative stereochemistry at the epoxide carbon center were also clarified.

Original language	English
Pages (from-to)	7074-7081
Number of pages	8
Journal	Tetrahedron
Volume	74
Issue number	49
DOIs	https://doi.org/10.1016/j.tet.2018.10.041
Publication status	Published - 2018 Dec 6
Externally published	Yes

Keywords

Litseaone A
Spiro-epoxide
Structure revision
Synthesis

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/j.tet.2018.10.041

Cite this

@article{adb1296804ed4653a705bb5764bf78a7,

title = "Synthesis and structure revision of litseaone A",

abstract = "Litseaone A, isolated from the stem barks of Litsea rubescens and Litsea pedunculata, is a chalcone derivative with a novel spiro-epoxide moiety. The structural revision of litseaone A was achieved by the racemic synthesis of the proposed structure and the asymmetric synthesis of the revised structure. The major tautomeric structure of litseaone A and the relative stereochemistry at the epoxide carbon center were also clarified.",

keywords = "Litseaone A, Spiro-epoxide, Structure revision, Synthesis",

author = "Hideaki Kageji and Naoki Mori and Hirosato Takikawa and Hidenori Watanabe",

note = "Publisher Copyright: {\textcopyright} 2018 Elsevier Ltd",

year = "2018",

month = dec,

day = "6",

doi = "10.1016/j.tet.2018.10.041",

language = "English",

volume = "74",

pages = "7074--7081",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Limited",

number = "49",

}

TY - JOUR

T1 - Synthesis and structure revision of litseaone A

AU - Kageji, Hideaki

AU - Mori, Naoki

AU - Takikawa, Hirosato

AU - Watanabe, Hidenori

PY - 2018/12/6

Y1 - 2018/12/6

N2 - Litseaone A, isolated from the stem barks of Litsea rubescens and Litsea pedunculata, is a chalcone derivative with a novel spiro-epoxide moiety. The structural revision of litseaone A was achieved by the racemic synthesis of the proposed structure and the asymmetric synthesis of the revised structure. The major tautomeric structure of litseaone A and the relative stereochemistry at the epoxide carbon center were also clarified.

AB - Litseaone A, isolated from the stem barks of Litsea rubescens and Litsea pedunculata, is a chalcone derivative with a novel spiro-epoxide moiety. The structural revision of litseaone A was achieved by the racemic synthesis of the proposed structure and the asymmetric synthesis of the revised structure. The major tautomeric structure of litseaone A and the relative stereochemistry at the epoxide carbon center were also clarified.

KW - Litseaone A

KW - Spiro-epoxide

KW - Structure revision

KW - Synthesis

UR - http://www.scopus.com/inward/record.url?scp=85055565070&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85055565070&partnerID=8YFLogxK

U2 - 10.1016/j.tet.2018.10.041

DO - 10.1016/j.tet.2018.10.041

M3 - Article

AN - SCOPUS:85055565070

SN - 0040-4020

VL - 74

SP - 7074

EP - 7081

JO - Tetrahedron

JF - Tetrahedron

IS - 49

ER -

Synthesis and structure revision of litseaone A

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this