Synthesis of optically active bihelicenols

Daisuke Nakano; Rie Hirano; Masahiko Yamaguchi; Chizuko Kabuto

doi:10.1016/S0040-4039(03)00667-1

Synthesis of optically active bihelicenols

Daisuke Nakano, Rie Hirano, Masahiko Yamaguchi, Chizuko Kabuto

PHA - Molecular Pharmaceutical Science

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

30 Citations (Scopus)

Abstract

All six stereoisomers of dimethyl 5,5′-dihydroxy-1,1′,12,12′-tetramethyl-[6,6′]bi (benzo[c]phenanthrenyl)-8,8′-dicarboxylate (bihelicenol) were synthesized by the oxidative coupling of methyl 8-hydroxy-1,12-dimethylbenzo[c]phenanthrene-5-carboxylate (helicenol), and their structures were determined by X-ray analysis.

Original language	English
Pages (from-to)	3683-3686
Number of pages	4
Journal	Tetrahedron Letters
Volume	44
Issue number	18
DOIs	https://doi.org/10.1016/S0040-4039(03)00667-1
Publication status	Published - 2003 Apr 28

Keywords

Binaphthol
Helicene
Oxidative coupling

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(03)00667-1

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title = "Synthesis of optically active bihelicenols",

abstract = "All six stereoisomers of dimethyl 5,5′-dihydroxy-1,1′,12,12′-tetramethyl-[6,6′]bi (benzo[c]phenanthrenyl)-8,8′-dicarboxylate (bihelicenol) were synthesized by the oxidative coupling of methyl 8-hydroxy-1,12-dimethylbenzo[c]phenanthrene-5-carboxylate (helicenol), and their structures were determined by X-ray analysis.",

keywords = "Binaphthol, Helicene, Oxidative coupling",

author = "Daisuke Nakano and Rie Hirano and Masahiko Yamaguchi and Chizuko Kabuto",

note = "Funding Information: This work was supported by grants from the Japan Society of Promotion of Science. ",

year = "2003",

month = apr,

day = "28",

doi = "10.1016/S0040-4039(03)00667-1",

language = "English",

volume = "44",

pages = "3683--3686",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "18",

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TY - JOUR

T1 - Synthesis of optically active bihelicenols

AU - Nakano, Daisuke

AU - Hirano, Rie

AU - Yamaguchi, Masahiko

AU - Kabuto, Chizuko

N1 - Funding Information: This work was supported by grants from the Japan Society of Promotion of Science.

PY - 2003/4/28

Y1 - 2003/4/28

N2 - All six stereoisomers of dimethyl 5,5′-dihydroxy-1,1′,12,12′-tetramethyl-[6,6′]bi (benzo[c]phenanthrenyl)-8,8′-dicarboxylate (bihelicenol) were synthesized by the oxidative coupling of methyl 8-hydroxy-1,12-dimethylbenzo[c]phenanthrene-5-carboxylate (helicenol), and their structures were determined by X-ray analysis.

AB - All six stereoisomers of dimethyl 5,5′-dihydroxy-1,1′,12,12′-tetramethyl-[6,6′]bi (benzo[c]phenanthrenyl)-8,8′-dicarboxylate (bihelicenol) were synthesized by the oxidative coupling of methyl 8-hydroxy-1,12-dimethylbenzo[c]phenanthrene-5-carboxylate (helicenol), and their structures were determined by X-ray analysis.

KW - Binaphthol

KW - Helicene

KW - Oxidative coupling

UR - http://www.scopus.com/inward/record.url?scp=0037471452&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0037471452&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(03)00667-1

DO - 10.1016/S0040-4039(03)00667-1

M3 - Article

AN - SCOPUS:0037471452

VL - 44

SP - 3683

EP - 3686

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 18

ER -

Synthesis of optically active bihelicenols

Abstract

Keywords

ASJC Scopus subject areas

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