Total synthesis of newbouldine via reductive N-N bond formation

Michael Pangerl; Chambers C. Hughes; Dirk Trauner

doi:10.1016/j.tet.2010.05.085

Total synthesis of newbouldine via reductive N-N bond formation

Michael Pangerl, Chambers C. Hughes, Dirk Trauner

Chemistry

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

Abstract

The first total synthesis of newbouldine has been achieved employing a new, reductive N-N bond forming reaction. The asymmetric synthesis confirms that the natural product is a racemate.

Original language	English (US)
Pages (from-to)	6626-6631
Number of pages	6
Journal	Tetrahedron
Volume	66
Issue number	33
DOIs	https://doi.org/10.1016/j.tet.2010.05.085
State	Published - Aug 14 2010

Keywords

Amathaspiramide F
Hydrazone
N-N bond
Natural product synthesis
Newbouldine

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tet.2010.05.085

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title = "Total synthesis of newbouldine via reductive N-N bond formation",

abstract = "The first total synthesis of newbouldine has been achieved employing a new, reductive N-N bond forming reaction. The asymmetric synthesis confirms that the natural product is a racemate.",

keywords = "Amathaspiramide F, Hydrazone, N-N bond, Natural product synthesis, Newbouldine",

author = "Michael Pangerl and Hughes, {Chambers C.} and Dirk Trauner",

note = "Funding Information: We thank Dr. Fred Hollander for the X-ray crystal structure of compound 21 and the Center of Integrated Protein Science , Munich (CIPSM) for the financial support. ",

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AU - Pangerl, Michael

AU - Hughes, Chambers C.

AU - Trauner, Dirk

N1 - Funding Information: We thank Dr. Fred Hollander for the X-ray crystal structure of compound 21 and the Center of Integrated Protein Science , Munich (CIPSM) for the financial support.

PY - 2010/8/14

Y1 - 2010/8/14

N2 - The first total synthesis of newbouldine has been achieved employing a new, reductive N-N bond forming reaction. The asymmetric synthesis confirms that the natural product is a racemate.

AB - The first total synthesis of newbouldine has been achieved employing a new, reductive N-N bond forming reaction. The asymmetric synthesis confirms that the natural product is a racemate.

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KW - Hydrazone

KW - N-N bond

KW - Natural product synthesis

KW - Newbouldine

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Total synthesis of newbouldine via reductive N-N bond formation

Abstract

Keywords

ASJC Scopus subject areas

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