Reaction between proline and γ-oxo α,β-unsaturated esters: New access to polysubstituted pyrrolizidines

Pedro De March; Laia Elias; Marta Figueredo; Josep Font

doi:10.1016/S0040-4020(02)00145-X

Reaction between proline and γ-oxo α,β-unsaturated esters: New access to polysubstituted pyrrolizidines

Pedro De March, Laia Elias, Marta Figueredo, Josep Font

Department of Chemistry

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

9 Citations (Scopus)

Abstract

The reactions between proline and several γ-oxo α,β-unsaturated esters have been studied in detail. The products isolated are in all cases derived from one molecule of proline and two molecules of the ester. The new polysubstituted pyrrolizidines result from the cycloaddition of an azomethine ylide to a second molecule of the unsaturated ester in a stereoselective manner. © 2002 Elsevier Science Ltd. All rights reserved.

Original language	English
Pages (from-to)	2667-2672
Journal	Tetrahedron
Volume	58
Issue number	13
DOIs	https://doi.org/10.1016/S0040-4020(02)00145-X
Publication status	Published - 25 Mar 2002

Keywords

Azomethine ylides
Pyrrolizidines
Regiochemistry
Stereochemistry

Access to Document

10.1016/S0040-4020(02)00145-X

Cite this

@article{e8fa679ca1b84f0595c7fcf7c8d0482d,

title = "Reaction between proline and γ-oxo α,β-unsaturated esters: New access to polysubstituted pyrrolizidines",

abstract = "The reactions between proline and several γ-oxo α,β-unsaturated esters have been studied in detail. The products isolated are in all cases derived from one molecule of proline and two molecules of the ester. The new polysubstituted pyrrolizidines result from the cycloaddition of an azomethine ylide to a second molecule of the unsaturated ester in a stereoselective manner. {\textcopyright} 2002 Elsevier Science Ltd. All rights reserved.",

keywords = "Azomethine ylides, Pyrrolizidines, Regiochemistry, Stereochemistry",

author = "{De March}, Pedro and Laia Elias and Marta Figueredo and Josep Font",

year = "2002",

month = mar,

day = "25",

doi = "10.1016/S0040-4020(02)00145-X",

language = "English",

volume = "58",

pages = "2667--2672",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Limited",

number = "13",

}

TY - JOUR

T1 - Reaction between proline and γ-oxo α,β-unsaturated esters: New access to polysubstituted pyrrolizidines

AU - De March, Pedro

AU - Elias, Laia

AU - Figueredo, Marta

AU - Font, Josep

PY - 2002/3/25

Y1 - 2002/3/25

N2 - The reactions between proline and several γ-oxo α,β-unsaturated esters have been studied in detail. The products isolated are in all cases derived from one molecule of proline and two molecules of the ester. The new polysubstituted pyrrolizidines result from the cycloaddition of an azomethine ylide to a second molecule of the unsaturated ester in a stereoselective manner. © 2002 Elsevier Science Ltd. All rights reserved.

AB - The reactions between proline and several γ-oxo α,β-unsaturated esters have been studied in detail. The products isolated are in all cases derived from one molecule of proline and two molecules of the ester. The new polysubstituted pyrrolizidines result from the cycloaddition of an azomethine ylide to a second molecule of the unsaturated ester in a stereoselective manner. © 2002 Elsevier Science Ltd. All rights reserved.

KW - Azomethine ylides

KW - Pyrrolizidines

KW - Regiochemistry

KW - Stereochemistry

U2 - 10.1016/S0040-4020(02)00145-X

DO - 10.1016/S0040-4020(02)00145-X

M3 - Article

SN - 0040-4020

VL - 58

SP - 2667

EP - 2672

JO - Tetrahedron

JF - Tetrahedron

IS - 13

ER -

Reaction between proline and γ-oxo α,β-unsaturated esters: New access to polysubstituted pyrrolizidines

Abstract

Keywords

Access to Document

Fingerprint

Cite this