1,3-Dipolar cycloaddition reactions of 1-aza-1-cyclooctene 1-oxide

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

doi:10.1016/S0040-4020(97)00214-7

1,3-Dipolar cycloaddition reactions of 1-aza-1-cyclooctene 1-oxide

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

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

16 Scopus citations

Abstract

The stereochemistry and reactivity of the cycloaddition reactions of eight-membered cyclic nitrone (4) with several alkenes have been studied. The concentrated solution of the cyclic nitrone undergoes polymerization to give acyclic polynitrone (15). The nitrone 4 is found to be less reactive than its seven-membered counterpart. Barrier to nitrogen inversion in one of the cycloaddition product, a 8/5 fused ring system, was determined to be 55.4 kJ/mol.

Original language	English
Pages (from-to)	5581-5592
Number of pages	12
Journal	Tetrahedron
Volume	53
Issue number	15
DOIs	https://doi.org/10.1016/S0040-4020(97)00214-7
State	Published - 14 Apr 1997

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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title = "1,3-Dipolar cycloaddition reactions of 1-aza-1-cyclooctene 1-oxide",

abstract = "The stereochemistry and reactivity of the cycloaddition reactions of eight-membered cyclic nitrone (4) with several alkenes have been studied. The concentrated solution of the cyclic nitrone undergoes polymerization to give acyclic polynitrone (15). The nitrone 4 is found to be less reactive than its seven-membered counterpart. Barrier to nitrogen inversion in one of the cycloaddition product, a 8/5 fused ring system, was determined to be 55.4 kJ/mol.",

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

year = "1997",

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doi = "10.1016/S0040-4020(97)00214-7",

language = "English",

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T1 - 1,3-Dipolar cycloaddition reactions of 1-aza-1-cyclooctene 1-oxide

AU - Al-Jaroudi, Said S.

AU - Perzanowski, Herman P.

AU - Wazeer, Mohammed I.M.

AU - Ali, Sk Asrof

PY - 1997/4/14

Y1 - 1997/4/14

N2 - The stereochemistry and reactivity of the cycloaddition reactions of eight-membered cyclic nitrone (4) with several alkenes have been studied. The concentrated solution of the cyclic nitrone undergoes polymerization to give acyclic polynitrone (15). The nitrone 4 is found to be less reactive than its seven-membered counterpart. Barrier to nitrogen inversion in one of the cycloaddition product, a 8/5 fused ring system, was determined to be 55.4 kJ/mol.

AB - The stereochemistry and reactivity of the cycloaddition reactions of eight-membered cyclic nitrone (4) with several alkenes have been studied. The concentrated solution of the cyclic nitrone undergoes polymerization to give acyclic polynitrone (15). The nitrone 4 is found to be less reactive than its seven-membered counterpart. Barrier to nitrogen inversion in one of the cycloaddition product, a 8/5 fused ring system, was determined to be 55.4 kJ/mol.

UR - https://www.scopus.com/pages/publications/0030940424

U2 - 10.1016/S0040-4020(97)00214-7

DO - 10.1016/S0040-4020(97)00214-7

M3 - Article

AN - SCOPUS:0030940424

SN - 0040-4020

VL - 53

SP - 5581

EP - 5592

JO - Tetrahedron

JF - Tetrahedron

IS - 15

ER -

1,3-Dipolar cycloaddition reactions of 1-aza-1-cyclooctene 1-oxide

Abstract

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