A Two-Directional Synthesis of (+/-)-Perhydrohistrionicotoxin

Robert Stockman; Alex Sinclair; Louise Arini; Peter Szeto; David Hughes

doi:10.1021/jo035639a

A Two-Directional Synthesis of (+/-)-Perhydrohistrionicotoxin

Robert Stockman, Alex Sinclair, Louise Arini, Peter Szeto, David Hughes

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

Abstract

An entirely two-directional synthesis of (+/-)-perhydrohistrionicotoxin is presented, utilizing a tandem oxime formation/Michael addition/[3 + 2] cycloaddition as the key step. This approach also constitutes formal syntheses of (+/-)-histrionicotoxin and (+/-)-histrionicotoxin 235A.

Original language	English
Pages (from-to)	1598-1602
Journal	The Journal of Organic Chemistry
Volume	69
Issue number	5
DOIs	https://doi.org/10.1021/jo035639a
Publication status	Published - 5 Mar 2004

Keywords

Chemistry

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http://dx.doi.org/10.1021/jo035639a

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title = "A Two-Directional Synthesis of (+/-)-Perhydrohistrionicotoxin",

abstract = "An entirely two-directional synthesis of (+/-)-perhydrohistrionicotoxin is presented, utilizing a tandem oxime formation/Michael addition/[3 + 2] cycloaddition as the key step. This approach also constitutes formal syntheses of (+/-)-histrionicotoxin and (+/-)-histrionicotoxin 235A.",

keywords = "Chemistry",

author = "Robert Stockman and Alex Sinclair and Louise Arini and Peter Szeto and David Hughes",

year = "2004",

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T1 - A Two-Directional Synthesis of (+/-)-Perhydrohistrionicotoxin

AU - Stockman, Robert

AU - Sinclair, Alex

AU - Arini, Louise

AU - Szeto, Peter

AU - Hughes, David

PY - 2004/3/5

Y1 - 2004/3/5

N2 - An entirely two-directional synthesis of (+/-)-perhydrohistrionicotoxin is presented, utilizing a tandem oxime formation/Michael addition/[3 + 2] cycloaddition as the key step. This approach also constitutes formal syntheses of (+/-)-histrionicotoxin and (+/-)-histrionicotoxin 235A.

AB - An entirely two-directional synthesis of (+/-)-perhydrohistrionicotoxin is presented, utilizing a tandem oxime formation/Michael addition/[3 + 2] cycloaddition as the key step. This approach also constitutes formal syntheses of (+/-)-histrionicotoxin and (+/-)-histrionicotoxin 235A.

KW - Chemistry

U2 - 10.1021/jo035639a

DO - 10.1021/jo035639a

M3 - Article

SN - 0022-3263

VL - 69

SP - 1598

EP - 1602

JO - The Journal of Organic Chemistry

JF - The Journal of Organic Chemistry

IS - 5

ER -

A Two-Directional Synthesis of (+/-)-Perhydrohistrionicotoxin

Abstract

Keywords

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