One step preparation and 1,3-dipolar cycloadditions of (S)-5-hydroxymethyl-1-pyrroline N-oxide

Montserrat Closa; Pedro De March; Marta Figueredo; Josep Font

doi:10.1016/S0957-4166(97)00042-6

One step preparation and 1,3-dipolar cycloadditions of (S)-5-hydroxymethyl-1-pyrroline N-oxide

Montserrat Closa, Pedro De March, Marta Figueredo, Josep Font

Department of Chemistry

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

34 Citations (Scopus)

Abstract

The cyclic nitrone 1b has been prepared in enantiomerically pure form by direct oxidation of L-(+)-prolinol with dimethyldioxirane. A complete diastereoface differentiation has been observed in the 1,3-dipolar cycloaddition reaction of this nitrone to several 1,2-disubstituted electron deficient olefins.

Original language	English
Pages (from-to)	1031-1037
Journal	Tetrahedron Asymmetry
Volume	8
Issue number	7
DOIs	https://doi.org/10.1016/S0957-4166(97)00042-6
Publication status	Published - 11 Apr 1997

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@article{3ad02c19670d40438b397733cef2f18f,

title = "One step preparation and 1,3-dipolar cycloadditions of (S)-5-hydroxymethyl-1-pyrroline N-oxide",

abstract = "The cyclic nitrone 1b has been prepared in enantiomerically pure form by direct oxidation of L-(+)-prolinol with dimethyldioxirane. A complete diastereoface differentiation has been observed in the 1,3-dipolar cycloaddition reaction of this nitrone to several 1,2-disubstituted electron deficient olefins.",

author = "Montserrat Closa and {De March}, Pedro and Marta Figueredo and Josep Font",

year = "1997",

month = apr,

day = "11",

doi = "10.1016/S0957-4166(97)00042-6",

language = "English",

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pages = "1031--1037",

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TY - JOUR

T1 - One step preparation and 1,3-dipolar cycloadditions of (S)-5-hydroxymethyl-1-pyrroline N-oxide

AU - Closa, Montserrat

AU - De March, Pedro

AU - Figueredo, Marta

AU - Font, Josep

PY - 1997/4/11

Y1 - 1997/4/11

N2 - The cyclic nitrone 1b has been prepared in enantiomerically pure form by direct oxidation of L-(+)-prolinol with dimethyldioxirane. A complete diastereoface differentiation has been observed in the 1,3-dipolar cycloaddition reaction of this nitrone to several 1,2-disubstituted electron deficient olefins.

AB - The cyclic nitrone 1b has been prepared in enantiomerically pure form by direct oxidation of L-(+)-prolinol with dimethyldioxirane. A complete diastereoface differentiation has been observed in the 1,3-dipolar cycloaddition reaction of this nitrone to several 1,2-disubstituted electron deficient olefins.

U2 - 10.1016/S0957-4166(97)00042-6

DO - 10.1016/S0957-4166(97)00042-6

M3 - Article

VL - 8

SP - 1031

EP - 1037

IS - 7

ER -

One step preparation and 1,3-dipolar cycloadditions of (S)-5-hydroxymethyl-1-pyrroline N-oxide

Abstract

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