Stereocontrolled synthesis of the cis-hydroxydecalin system: towards biologically active 19-nor-clerodanes

Paul Malek Mirzayans; Rebecca H. Pouwer; Craig M. Williams; Paul V. Bernhardt

doi:10.1002/ejoc.201101807

Stereocontrolled synthesis of the cis-hydroxydecalin system: towards biologically active 19-nor-clerodanes

Paul Malek Mirzayans, Rebecca H. Pouwer, Craig M. Williams^*, Paul V. Bernhardt

^*Corresponding author for this work

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

12 Citations (Scopus)

Abstract

The 19-nor-clerodanes are compact, densely functionalized diterpenes based on a stereocentre-rich decalin scaffold. To date only a few examples of the 19-nor-clerodanes have been synthesized, hence new flexible strategies are required. We herein describe the stereocontrolled construction of the cis-hydroxy decalin core in a concise fashion.

Original language	English
Pages (from-to)	1633-1638
Number of pages	6
Journal	European Journal of Organic Chemistry
Volume	2012
Issue number	8
DOIs	https://doi.org/10.1002/ejoc.201101807
Publication status	Published - Mar 2012
Externally published	Yes

Keywords

natural products
total synthesis
terpenoids
crotonin
spiro compounds
electrocyclization

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10.1002/ejoc.201101807

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abstract = "The 19-nor-clerodanes are compact, densely functionalized diterpenes based on a stereocentre-rich decalin scaffold. To date only a few examples of the 19-nor-clerodanes have been synthesized, hence new flexible strategies are required. We herein describe the stereocontrolled construction of the cis-hydroxy decalin core in a concise fashion.",

keywords = "natural products, total synthesis, terpenoids, crotonin, spiro compounds, electrocyclization",

author = "Mirzayans, \{Paul Malek\} and Pouwer, \{Rebecca H.\} and Williams, \{Craig M.\} and Bernhardt, \{Paul V.\}",

year = "2012",

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T2 - towards biologically active 19-nor-clerodanes

AU - Mirzayans, Paul Malek

AU - Pouwer, Rebecca H.

AU - Williams, Craig M.

AU - Bernhardt, Paul V.

PY - 2012/3

Y1 - 2012/3

N2 - The 19-nor-clerodanes are compact, densely functionalized diterpenes based on a stereocentre-rich decalin scaffold. To date only a few examples of the 19-nor-clerodanes have been synthesized, hence new flexible strategies are required. We herein describe the stereocontrolled construction of the cis-hydroxy decalin core in a concise fashion.

AB - The 19-nor-clerodanes are compact, densely functionalized diterpenes based on a stereocentre-rich decalin scaffold. To date only a few examples of the 19-nor-clerodanes have been synthesized, hence new flexible strategies are required. We herein describe the stereocontrolled construction of the cis-hydroxy decalin core in a concise fashion.

KW - natural products

KW - total synthesis

KW - terpenoids

KW - crotonin

KW - spiro compounds

KW - electrocyclization

UR - https://www.scopus.com/pages/publications/84857828522

U2 - 10.1002/ejoc.201101807

DO - 10.1002/ejoc.201101807

M3 - Article

AN - SCOPUS:84857828522

SN - 1434-193X

VL - 2012

SP - 1633

EP - 1638

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 8

ER -

Stereocontrolled synthesis of the cis-hydroxydecalin system: towards biologically active 19-nor-clerodanes

Abstract

Keywords

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