Cyclic nitrone-ethene cycloaddition reactions

Herman P. Perzanowski; Said S. Al-Jaroudi; Mohamed I.M. Wazeer; Sk Asrof Ali

doi:10.1016/S0040-4020(97)00760-6

Cyclic nitrone-ethene cycloaddition reactions

Herman P. Perzanowski, Said S. Al-Jaroudi, Mohamed I.M. Wazeer, Sk Asrof Ali^*

^*Corresponding author for this work

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

15 Scopus citations

Abstract

Addition reactions of ethene onto several cyclic nitrones afforded [n,3,0]heterobicyclicalkanes devoid of any substituents in the ring skeleton. These fused ring systems with a bridgehead nitrogen, capable of undergoing nitrogen inversion, allowed us to determine the stereochemistry of the ring fusion and the thermodynamic stability of the cis, trans isomers. Some of the cycloadducts on peracid induced ring opening gave a new series of nitrones capable undergoing further cyclloaddition reactions.

Original language	English
Pages (from-to)	11869-11880
Number of pages	12
Journal	Tetrahedron
Volume	53
Issue number	34
DOIs	https://doi.org/10.1016/S0040-4020(97)00760-6
State	Published - 25 Aug 1997

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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title = "Cyclic nitrone-ethene cycloaddition reactions",

abstract = "Addition reactions of ethene onto several cyclic nitrones afforded [n,3,0]heterobicyclicalkanes devoid of any substituents in the ring skeleton. These fused ring systems with a bridgehead nitrogen, capable of undergoing nitrogen inversion, allowed us to determine the stereochemistry of the ring fusion and the thermodynamic stability of the cis, trans isomers. Some of the cycloadducts on peracid induced ring opening gave a new series of nitrones capable undergoing further cyclloaddition reactions.",

author = "Perzanowski, \{Herman P.\} and Al-Jaroudi, \{Said S.\} and Wazeer, \{Mohamed I.M.\} and Ali, \{Sk Asrof\}",

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doi = "10.1016/S0040-4020(97)00760-6",

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T1 - Cyclic nitrone-ethene cycloaddition reactions

AU - Perzanowski, Herman P.

AU - Al-Jaroudi, Said S.

AU - Wazeer, Mohamed I.M.

AU - Ali, Sk Asrof

PY - 1997/8/25

Y1 - 1997/8/25

N2 - Addition reactions of ethene onto several cyclic nitrones afforded [n,3,0]heterobicyclicalkanes devoid of any substituents in the ring skeleton. These fused ring systems with a bridgehead nitrogen, capable of undergoing nitrogen inversion, allowed us to determine the stereochemistry of the ring fusion and the thermodynamic stability of the cis, trans isomers. Some of the cycloadducts on peracid induced ring opening gave a new series of nitrones capable undergoing further cyclloaddition reactions.

AB - Addition reactions of ethene onto several cyclic nitrones afforded [n,3,0]heterobicyclicalkanes devoid of any substituents in the ring skeleton. These fused ring systems with a bridgehead nitrogen, capable of undergoing nitrogen inversion, allowed us to determine the stereochemistry of the ring fusion and the thermodynamic stability of the cis, trans isomers. Some of the cycloadducts on peracid induced ring opening gave a new series of nitrones capable undergoing further cyclloaddition reactions.

UR - https://www.scopus.com/pages/publications/0030792020

U2 - 10.1016/S0040-4020(97)00760-6

DO - 10.1016/S0040-4020(97)00760-6

M3 - Article

AN - SCOPUS:0030792020

SN - 0040-4020

VL - 53

SP - 11869

EP - 11880

JO - Tetrahedron

JF - Tetrahedron

IS - 34

ER -

Cyclic nitrone-ethene cycloaddition reactions

Abstract

ASJC Scopus subject areas

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