A new stereocontrolled, pyrylium-based route to conjugated dienynes: The first synthesis of Carduusyne A

P  Charoenying; H  Davies; D  McKerrecher; R J K  Taylor

A new stereocontrolled, pyrylium-based route to conjugated dienynes: The first synthesis of Carduusyne A

P Charoenying, H Davies, D McKerrecher, R J K Taylor

Chemistry

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

Abstract

A new stereocontrolled route to conjugated dienynes is described utilising organometallic addition to pyrylium salts followed by Wittig homologation and dehydrohalogenation. The utility of this methodology is illustrated in the first total synthesis of the marine metabolite Carduusyne A.

Original language	English
Pages (from-to)	1913-1916
Number of pages	4
Journal	Tetrahedron Letters
Volume	37
Issue number	11
Publication status	Published - 11 Mar 1996

Keywords

STEREOSELECTIVE SYNTHESIS
ALKYL IODIDES
REAGENTS

Cite this

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title = "A new stereocontrolled, pyrylium-based route to conjugated dienynes: The first synthesis of Carduusyne A",

abstract = "A new stereocontrolled route to conjugated dienynes is described utilising organometallic addition to pyrylium salts followed by Wittig homologation and dehydrohalogenation. The utility of this methodology is illustrated in the first total synthesis of the marine metabolite Carduusyne A.",

keywords = "STEREOSELECTIVE SYNTHESIS, ALKYL IODIDES, REAGENTS",

author = "P Charoenying and H Davies and D McKerrecher and Taylor, {R J K}",

year = "1996",

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pages = "1913--1916",

journal = "Tetrahedron Letters",

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T1 - A new stereocontrolled, pyrylium-based route to conjugated dienynes: The first synthesis of Carduusyne A

AU - Charoenying, P

AU - Davies, H

AU - McKerrecher, D

AU - Taylor, R J K

PY - 1996/3/11

Y1 - 1996/3/11

N2 - A new stereocontrolled route to conjugated dienynes is described utilising organometallic addition to pyrylium salts followed by Wittig homologation and dehydrohalogenation. The utility of this methodology is illustrated in the first total synthesis of the marine metabolite Carduusyne A.

AB - A new stereocontrolled route to conjugated dienynes is described utilising organometallic addition to pyrylium salts followed by Wittig homologation and dehydrohalogenation. The utility of this methodology is illustrated in the first total synthesis of the marine metabolite Carduusyne A.

KW - STEREOSELECTIVE SYNTHESIS

KW - ALKYL IODIDES

KW - REAGENTS

M3 - Article

SN - 0040-4039

VL - 37

SP - 1913

EP - 1916

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 11

ER -