Synthesis of bioactive sesquiterpene heliannuol E involving a ring-expansion reaction of spirodienones

Fuminao Doi; Takahisa Ogamino; Takeshi Sugai; Shigeru Nishiyama

doi:10.1055/s-2003-37124

Synthesis of bioactive sesquiterpene heliannuol E involving a ring-expansion reaction of spirodienones

Fuminao Doi, Takahisa Ogamino, Takeshi Sugai, Shigeru Nishiyama

School of Pharmaceutical Sciences

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

31 Citations (Scopus)

Abstract

A heliannane-type sesquiterpene, heliannuol E (1), has been successfully synthesized. The key step was conversion of the electrochemically produced spiro compounds (8, and 18) into the corresponding dihydrobenzopyrans (11, 12, 19, and 20) by a selective ring expansion process.

Original language	English
Pages (from-to)	411-413
Number of pages	3
Journal	Synlett
Issue number	3
DOIs	https://doi.org/10.1055/s-2003-37124
Publication status	Published - 2003

Keywords

Anodic oxidation
Dihydrobenzopyran
Heliannuol E
Sesquiterpene
Two-electron oxidation

ASJC Scopus subject areas

Organic Chemistry

Access to Document

10.1055/s-2003-37124

Cite this

@article{ffc1a54dcc5f4abd995525a2fccd5a47,

title = "Synthesis of bioactive sesquiterpene heliannuol E involving a ring-expansion reaction of spirodienones",

abstract = "A heliannane-type sesquiterpene, heliannuol E (1), has been successfully synthesized. The key step was conversion of the electrochemically produced spiro compounds (8, and 18) into the corresponding dihydrobenzopyrans (11, 12, 19, and 20) by a selective ring expansion process.",

keywords = "Anodic oxidation, Dihydrobenzopyran, Heliannuol E, Sesquiterpene, Two-electron oxidation",

author = "Fuminao Doi and Takahisa Ogamino and Takeshi Sugai and Shigeru Nishiyama",

year = "2003",

doi = "10.1055/s-2003-37124",

language = "English",

pages = "411--413",

journal = "Synlett",

issn = "0936-5214",

publisher = "Georg Thieme Verlag",

number = "3",

}

TY - JOUR

T1 - Synthesis of bioactive sesquiterpene heliannuol E involving a ring-expansion reaction of spirodienones

AU - Doi, Fuminao

AU - Ogamino, Takahisa

AU - Sugai, Takeshi

AU - Nishiyama, Shigeru

PY - 2003

Y1 - 2003

N2 - A heliannane-type sesquiterpene, heliannuol E (1), has been successfully synthesized. The key step was conversion of the electrochemically produced spiro compounds (8, and 18) into the corresponding dihydrobenzopyrans (11, 12, 19, and 20) by a selective ring expansion process.

AB - A heliannane-type sesquiterpene, heliannuol E (1), has been successfully synthesized. The key step was conversion of the electrochemically produced spiro compounds (8, and 18) into the corresponding dihydrobenzopyrans (11, 12, 19, and 20) by a selective ring expansion process.

KW - Anodic oxidation

KW - Dihydrobenzopyran

KW - Heliannuol E

KW - Sesquiterpene

KW - Two-electron oxidation

UR - http://www.scopus.com/inward/record.url?scp=0037288282&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0037288282&partnerID=8YFLogxK

U2 - 10.1055/s-2003-37124

DO - 10.1055/s-2003-37124

M3 - Article

AN - SCOPUS:0037288282

SN - 0936-5214

SP - 411

EP - 413

JO - Synlett

JF - Synlett

IS - 3

ER -

Synthesis of bioactive sesquiterpene heliannuol E involving a ring-expansion reaction of spirodienones

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this