Concise synthesis of (±)-smenochromene D (= likonide B)

Brooke S. Olson; Dirk Trauner

doi:10.1055/s-2005-863713

Concise synthesis of (±)-smenochromene D (= likonide B)

Brooke S. Olson, Dirk Trauner

Chemistry

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

Abstract

The total synthesis of smenochromene D, an unusual ansa-terpenoid is described. The synthesis features an unprecedented macrocyclization proceeding through a biomimetic electrocyclization. The enantiomeric relationship between smenochromene D and likonide B is established.

Original language	English (US)
Pages (from-to)	700-702
Number of pages	3
Journal	Synlett
Issue number	4
DOIs	https://doi.org/10.1055/s-2005-863713
State	Published - Mar 4 2005

Keywords

Ansa-compounds
Chromenes
Likonides
Macrocyclization
Ortho-quinone methides
Smenochromenes

ASJC Scopus subject areas

Organic Chemistry

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10.1055/s-2005-863713

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title = "Concise synthesis of (±)-smenochromene D (= likonide B)",

abstract = "The total synthesis of smenochromene D, an unusual ansa-terpenoid is described. The synthesis features an unprecedented macrocyclization proceeding through a biomimetic electrocyclization. The enantiomeric relationship between smenochromene D and likonide B is established.",

keywords = "Ansa-compounds, Chromenes, Likonides, Macrocyclization, Ortho-quinone methides, Smenochromenes",

author = "Olson, {Brooke S.} and Dirk Trauner",

year = "2005",

month = mar,

day = "4",

doi = "10.1055/s-2005-863713",

language = "English (US)",

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AU - Olson, Brooke S.

AU - Trauner, Dirk

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N2 - The total synthesis of smenochromene D, an unusual ansa-terpenoid is described. The synthesis features an unprecedented macrocyclization proceeding through a biomimetic electrocyclization. The enantiomeric relationship between smenochromene D and likonide B is established.

AB - The total synthesis of smenochromene D, an unusual ansa-terpenoid is described. The synthesis features an unprecedented macrocyclization proceeding through a biomimetic electrocyclization. The enantiomeric relationship between smenochromene D and likonide B is established.

KW - Ansa-compounds

KW - Chromenes

KW - Likonides

KW - Macrocyclization

KW - Ortho-quinone methides

KW - Smenochromenes

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JO - Synlett

JF - Synlett

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ER -

Concise synthesis of (±)-smenochromene D (= likonide B)

Abstract

Keywords

ASJC Scopus subject areas

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