A two-directional synthesis of (±)-perhydrohistrionicotoxin

Robert A. Stockman; Alex Sinclair; Louise G. Arini; Peter Szeto; David L. Hughes

doi:10.1021/jo035639a

A two-directional synthesis of (±)-perhydrohistrionicotoxin

Robert A. Stockman
, Alex Sinclair
, Louise G. Arini
, Peter Szeto
, David L. Hughes

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

49 Citations (Scopus)

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
Number of pages	5
Journal	The Journal of Organic Chemistry
Volume	69
Issue number	5
Early online date	6 Feb 2004
DOIs	https://doi.org/10.1021/jo035639a
Publication status	Published - 1 Mar 2004

Access to Document

10.1021/jo035639a

http://pubs.acs.org/doi/abs/10.1021/jo035639a

Cite this

@article{26f2e2a5a8d04246bd6700ddc8ee3245,

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.",

author = "Stockman, \{Robert A.\} and Alex Sinclair and Arini, \{Louise G.\} and Peter Szeto and Hughes, \{David L.\}",

year = "2004",

month = mar,

day = "1",

doi = "10.1021/jo035639a",

language = "English",

volume = "69",

pages = "1598--1602",

journal = "The Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "5",

}

TY - JOUR

T1 - A two-directional synthesis of (±)-perhydrohistrionicotoxin

AU - Stockman, Robert A.

AU - Sinclair, Alex

AU - Arini, Louise G.

AU - Szeto, Peter

AU - Hughes, David L.

PY - 2004/3/1

Y1 - 2004/3/1

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.

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 -