Ikarugamycin: Total synthesis of the decahydro-as-indacene portion

Mark J. Kurth; Dennis H. Burns; Michael J. O'Brien

Ikarugamycin: Total synthesis of the decahydro-as-indacene portion

Mark J. Kurth, Dennis H. Burns, Michael J. O'Brien

Chemistry

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

21 Scopus citations

Abstract

An efficient, stereoselective synthesis of octahydro-as-indacenone 2, the carbocycle fragment of the antibiotic ikarugamycin, is described. The prominent step in this sequence is an intramolecular Diels-Alder reaction, which establishes the relative stereochemistry of 2.

Original language	English (US)
Pages (from-to)	731-733
Number of pages	3
Journal	Journal of Organic Chemistry
Volume	49
Issue number	4
State	Published - 1984

ASJC Scopus subject areas

Organic Chemistry

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title = "Ikarugamycin: Total synthesis of the decahydro-as-indacene portion",

abstract = "An efficient, stereoselective synthesis of octahydro-as-indacenone 2, the carbocycle fragment of the antibiotic ikarugamycin, is described. The prominent step in this sequence is an intramolecular Diels-Alder reaction, which establishes the relative stereochemistry of 2.",

author = "Kurth, {Mark J.} and Burns, {Dennis H.} and O'Brien, {Michael J.}",

year = "1984",

language = "English (US)",

volume = "49",

pages = "731--733",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "4",

}

TY - JOUR

T1 - Ikarugamycin

T2 - Total synthesis of the decahydro-as-indacene portion

AU - Kurth, Mark J.

AU - Burns, Dennis H.

AU - O'Brien, Michael J.

PY - 1984

Y1 - 1984

N2 - An efficient, stereoselective synthesis of octahydro-as-indacenone 2, the carbocycle fragment of the antibiotic ikarugamycin, is described. The prominent step in this sequence is an intramolecular Diels-Alder reaction, which establishes the relative stereochemistry of 2.

AB - An efficient, stereoselective synthesis of octahydro-as-indacenone 2, the carbocycle fragment of the antibiotic ikarugamycin, is described. The prominent step in this sequence is an intramolecular Diels-Alder reaction, which establishes the relative stereochemistry of 2.

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M3 - Article

AN - SCOPUS:0021257773

VL - 49

SP - 731

EP - 733

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

SN - 0022-3263

IS - 4

ER -