Total synthesis of the sesquiterpene (±)-illudin C via an intramolecular nitrile oxide cycloaddition

Ronald A. Aungst; Collin Chan; Raymond L. Funk

doi:10.1021/ol016314o

Total synthesis of the sesquiterpene (±)-illudin C via an intramolecular nitrile oxide cycloaddition

Ronald A. Aungst
, Collin Chan
, Raymond L. Funk

Chemistry

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

36 Scopus citations

Abstract

(Equation presented) A convergent total synthesis of illudin C is described. The tricyclic ring system of the natural product was quickly assembled from cyclopropane and cyclopentene precursors via a novel oxime dianion coupling reaction and a subsequent intramolecular nitrile oxide-olefin cycloaddition.

Original language	English (US)
Pages (from-to)	2611-2613
Number of pages	3
Journal	Organic Letters
Volume	3
Issue number	16
DOIs	https://doi.org/10.1021/ol016314o
State	Published - Aug 9 2001

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol016314o

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title = "Total synthesis of the sesquiterpene (±)-illudin C via an intramolecular nitrile oxide cycloaddition",

abstract = "(Equation presented) A convergent total synthesis of illudin C is described. The tricyclic ring system of the natural product was quickly assembled from cyclopropane and cyclopentene precursors via a novel oxime dianion coupling reaction and a subsequent intramolecular nitrile oxide-olefin cycloaddition.",

author = "Aungst, \{Ronald A.\} and Collin Chan and Funk, \{Raymond L.\}",

year = "2001",

month = aug,

day = "9",

doi = "10.1021/ol016314o",

language = "English (US)",

volume = "3",

pages = "2611--2613",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

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T1 - Total synthesis of the sesquiterpene (±)-illudin C via an intramolecular nitrile oxide cycloaddition

AU - Aungst, Ronald A.

AU - Chan, Collin

AU - Funk, Raymond L.

PY - 2001/8/9

Y1 - 2001/8/9

N2 - (Equation presented) A convergent total synthesis of illudin C is described. The tricyclic ring system of the natural product was quickly assembled from cyclopropane and cyclopentene precursors via a novel oxime dianion coupling reaction and a subsequent intramolecular nitrile oxide-olefin cycloaddition.

AB - (Equation presented) A convergent total synthesis of illudin C is described. The tricyclic ring system of the natural product was quickly assembled from cyclopropane and cyclopentene precursors via a novel oxime dianion coupling reaction and a subsequent intramolecular nitrile oxide-olefin cycloaddition.

UR - https://www.scopus.com/pages/publications/0035833690

UR - https://www.scopus.com/pages/publications/0035833690#tab=citedBy

U2 - 10.1021/ol016314o

DO - 10.1021/ol016314o

M3 - Article

C2 - 11483073

AN - SCOPUS:0035833690

SN - 1523-7060

VL - 3

SP - 2611

EP - 2613

JO - Organic Letters

JF - Organic Letters

IS - 16

ER -

Total synthesis of the sesquiterpene (±)-illudin C via an intramolecular nitrile oxide cycloaddition

Abstract

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