A metal mediated [6 + 3] cycloaddition reaction. Coupling of azirines and cycloheptatriene.

Karen Chaffee; Hanan Morcos; John B. Sheridan

doi:10.1016/0040-4039(95)00092-Q

A metal mediated [6 + 3] cycloaddition reaction. Coupling of azirines and cycloheptatriene.

Karen Chaffee, Hanan Morcos, John B. Sheridan

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

17 Scopus citations

Abstract

UV irradiation of tricarbonyl(cycloheptatriene)chromium(0) and 2-phenyl-1-azirines through pyrex at 0° C leads to 7-aza-8-phenylbicyclo[4.3.1]deca-2,4,7-trienes via a [6 + 3] cycloaddition of the azirine to the cycloheptatriene ring.

Original language	English (US)
Pages (from-to)	1577-1580
Number of pages	4
Journal	Tetrahedron Letters
Volume	36
Issue number	10
DOIs	https://doi.org/10.1016/0040-4039(95)00092-Q
State	Published - Mar 6 1995
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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title = "A metal mediated [6 + 3] cycloaddition reaction. Coupling of azirines and cycloheptatriene.",

abstract = "UV irradiation of tricarbonyl(cycloheptatriene)chromium(0) and 2-phenyl-1-azirines through pyrex at 0° C leads to 7-aza-8-phenylbicyclo[4.3.1]deca-2,4,7-trienes via a [6 + 3] cycloaddition of the azirine to the cycloheptatriene ring.",

author = "Karen Chaffee and Hanan Morcos and Sheridan, {John B.}",

note = "Funding Information: Acknowledgement: We are grateful to the Donors of the Petroleum Research Fund administered by the American Chemical Society for financial support and to Dr. John Cheng of this department for assistance in obtaining NMR spectra.",

year = "1995",

month = mar,

day = "6",

doi = "10.1016/0040-4039(95)00092-Q",

language = "English (US)",

volume = "36",

pages = "1577--1580",

journal = "Tetrahedron Letters",

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T1 - A metal mediated [6 + 3] cycloaddition reaction. Coupling of azirines and cycloheptatriene.

AU - Chaffee, Karen

AU - Morcos, Hanan

AU - Sheridan, John B.

N1 - Funding Information: Acknowledgement: We are grateful to the Donors of the Petroleum Research Fund administered by the American Chemical Society for financial support and to Dr. John Cheng of this department for assistance in obtaining NMR spectra.

PY - 1995/3/6

Y1 - 1995/3/6

N2 - UV irradiation of tricarbonyl(cycloheptatriene)chromium(0) and 2-phenyl-1-azirines through pyrex at 0° C leads to 7-aza-8-phenylbicyclo[4.3.1]deca-2,4,7-trienes via a [6 + 3] cycloaddition of the azirine to the cycloheptatriene ring.

AB - UV irradiation of tricarbonyl(cycloheptatriene)chromium(0) and 2-phenyl-1-azirines through pyrex at 0° C leads to 7-aza-8-phenylbicyclo[4.3.1]deca-2,4,7-trienes via a [6 + 3] cycloaddition of the azirine to the cycloheptatriene ring.

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 10

ER -

A metal mediated [6 + 3] cycloaddition reaction. Coupling of azirines and cycloheptatriene.

Abstract

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