Peracid induced ring opening of isoxazolidines. A mechanistic study.

Sk Asrof Ali; Mohammed I.M. Wazeer

doi:10.1016/S0040-4039(00)79856-X

Peracid induced ring opening of isoxazolidines. A mechanistic study.

Sk Asrof Ali^*, Mohammed I.M. Wazeer

^*Corresponding author for this work

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

34 Scopus citations

Abstract

Conformational analysis and mechanistic study of peracid induced ring opening of several isoxazolidines have been carried out. The orientation of the nitrogen lone pair dictates the regiochemistry of the ring opening which involves an intramolecular kinetic deprotonation of a nitroxonium ion intermediate.

Original language	English
Pages (from-to)	3219-3222
Number of pages	4
Journal	Tetrahedron Letters
Volume	33
Issue number	22
DOIs	https://doi.org/10.1016/S0040-4039(00)79856-X
State	Published - 26 May 1992

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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title = "Peracid induced ring opening of isoxazolidines. A mechanistic study.",

abstract = "Conformational analysis and mechanistic study of peracid induced ring opening of several isoxazolidines have been carried out. The orientation of the nitrogen lone pair dictates the regiochemistry of the ring opening which involves an intramolecular kinetic deprotonation of a nitroxonium ion intermediate.",

author = "Ali, \{Sk Asrof\} and Wazeer, \{Mohammed I.M.\}",

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AU - Ali, Sk Asrof

AU - Wazeer, Mohammed I.M.

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N2 - Conformational analysis and mechanistic study of peracid induced ring opening of several isoxazolidines have been carried out. The orientation of the nitrogen lone pair dictates the regiochemistry of the ring opening which involves an intramolecular kinetic deprotonation of a nitroxonium ion intermediate.

AB - Conformational analysis and mechanistic study of peracid induced ring opening of several isoxazolidines have been carried out. The orientation of the nitrogen lone pair dictates the regiochemistry of the ring opening which involves an intramolecular kinetic deprotonation of a nitroxonium ion intermediate.

UR - https://www.scopus.com/pages/publications/0026642126

U2 - 10.1016/S0040-4039(00)79856-X

DO - 10.1016/S0040-4039(00)79856-X

M3 - Article

AN - SCOPUS:0026642126

SN - 0040-4039

VL - 33

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EP - 3222

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 22

ER -

Peracid induced ring opening of isoxazolidines. A mechanistic study.

Abstract

ASJC Scopus subject areas

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