An ytterbium-catalysed intramolecular aldehyde-ene reaction approach to the guaianolide and pseudoguaianolide diterpenoids: Synthesis of the guaiane skeleton

Philip C. Bulman Page; Giovanni Gambera; Colin M. Hayman; Mark Edgar

doi:10.1055/s-2006-956461

An ytterbium-catalysed intramolecular aldehyde-ene reaction approach to the guaianolide and pseudoguaianolide diterpenoids: Synthesis of the guaiane skeleton

Philip C. Bulman Page, Giovanni Gambera, Colin M. Hayman, Mark Edgar

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

10 Citations (Scopus)

Abstract

A convergent approach to a functionalised guaiane ring system, the core of the guaianolide and pseudoguaianolide diterpenes, is described. The synthesis utilises an intramolecular aldehydeene reaction as the key step.

Original language	English
Pages (from-to)	3411-3414
Number of pages	4
Journal	Synlett
Issue number	20
DOIs	https://doi.org/10.1055/s-2006-956461
Publication status	Published - 2006

Keywords

sesquiterpene lactone
guaianolide
pseudoguaianolide
perhydroazulene
intramolecular ene reaction

Access to Document

10.1055/s-2006-956461

Cite this

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title = "An ytterbium-catalysed intramolecular aldehyde-ene reaction approach to the guaianolide and pseudoguaianolide diterpenoids: Synthesis of the guaiane skeleton",

abstract = "A convergent approach to a functionalised guaiane ring system, the core of the guaianolide and pseudoguaianolide diterpenes, is described. The synthesis utilises an intramolecular aldehydeene reaction as the key step.",

keywords = "sesquiterpene lactone, guaianolide, pseudoguaianolide, perhydroazulene, intramolecular ene reaction",

author = "{Bulman Page}, {Philip C.} and Giovanni Gambera and Hayman, {Colin M.} and Mark Edgar",

year = "2006",

doi = "10.1055/s-2006-956461",

language = "English",

pages = "3411--3414",

journal = "Synlett",

issn = "0936-5214",

publisher = "Georg Thieme Verlag",

number = "20",

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T1 - An ytterbium-catalysed intramolecular aldehyde-ene reaction approach to the guaianolide and pseudoguaianolide diterpenoids: Synthesis of the guaiane skeleton

AU - Bulman Page, Philip C.

AU - Gambera, Giovanni

AU - Hayman, Colin M.

AU - Edgar, Mark

PY - 2006

Y1 - 2006

N2 - A convergent approach to a functionalised guaiane ring system, the core of the guaianolide and pseudoguaianolide diterpenes, is described. The synthesis utilises an intramolecular aldehydeene reaction as the key step.

AB - A convergent approach to a functionalised guaiane ring system, the core of the guaianolide and pseudoguaianolide diterpenes, is described. The synthesis utilises an intramolecular aldehydeene reaction as the key step.

KW - sesquiterpene lactone

KW - guaianolide

KW - pseudoguaianolide

KW - perhydroazulene

KW - intramolecular ene reaction

U2 - 10.1055/s-2006-956461

DO - 10.1055/s-2006-956461

M3 - Article

SN - 0936-5214

SP - 3411

EP - 3414

JO - Synlett

JF - Synlett

IS - 20

ER -