Organocatalytic asymmetric 5-hydroxypyrrolidine synthesis: a highly enantioselective route to 3-substituted proline derivatives

Ramon Rios; Ismail Ibrahem; Jan Vesely; Henrik Sundén; Armando Córdova

doi:10.1016/j.tetlet.2007.10.028

Organocatalytic asymmetric 5-hydroxypyrrolidine synthesis: a highly enantioselective route to 3-substituted proline derivatives

Ramon Rios
, Ismail Ibrahem
, Jan Vesely
, Henrik Sundén
, Armando Córdova

Chemistry

Arrhenius Laboratory

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

56 Scopus citations

Abstract

The highly enantioselective organocatalytic tandem reaction between 2-acylaminomalonates and α,β-unsaturated aldehydes is presented. The reaction is a direct entry to 5-hydroxypyrrolidines and 3-substituted proline derivatives, which are furnished in high yields and 90-99% ee.

Original language	British English
Pages (from-to)	8695-8699
Number of pages	5
Journal	Tetrahedron Letters
Volume	48
Issue number	49
DOIs	https://doi.org/10.1016/j.tetlet.2007.10.028
State	Published - 3 Dec 2007

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title = "Organocatalytic asymmetric 5-hydroxypyrrolidine synthesis: a highly enantioselective route to 3-substituted proline derivatives",

abstract = "The highly enantioselective organocatalytic tandem reaction between 2-acylaminomalonates and α,β-unsaturated aldehydes is presented. The reaction is a direct entry to 5-hydroxypyrrolidines and 3-substituted proline derivatives, which are furnished in high yields and 90-99\% ee.",

author = "Ramon Rios and Ismail Ibrahem and Jan Vesely and Henrik Sund{\'e}n and Armando C{\'o}rdova",

note = "Funding Information: We gratefully acknowledge the Swedish National Research Council and Carl-Trygger Foundation for financial support. ",

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doi = "10.1016/j.tetlet.2007.10.028",

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TY - JOUR

T1 - Organocatalytic asymmetric 5-hydroxypyrrolidine synthesis

T2 - a highly enantioselective route to 3-substituted proline derivatives

AU - Rios, Ramon

AU - Ibrahem, Ismail

AU - Vesely, Jan

AU - Sundén, Henrik

AU - Córdova, Armando

N1 - Funding Information: We gratefully acknowledge the Swedish National Research Council and Carl-Trygger Foundation for financial support.

PY - 2007/12/3

Y1 - 2007/12/3

N2 - The highly enantioselective organocatalytic tandem reaction between 2-acylaminomalonates and α,β-unsaturated aldehydes is presented. The reaction is a direct entry to 5-hydroxypyrrolidines and 3-substituted proline derivatives, which are furnished in high yields and 90-99% ee.

AB - The highly enantioselective organocatalytic tandem reaction between 2-acylaminomalonates and α,β-unsaturated aldehydes is presented. The reaction is a direct entry to 5-hydroxypyrrolidines and 3-substituted proline derivatives, which are furnished in high yields and 90-99% ee.

UR - https://www.scopus.com/pages/publications/35748967901

U2 - 10.1016/j.tetlet.2007.10.028

DO - 10.1016/j.tetlet.2007.10.028

M3 - Article

AN - SCOPUS:35748967901

SN - 0040-4039

VL - 48

SP - 8695

EP - 8699

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 49

ER -

Organocatalytic asymmetric 5-hydroxypyrrolidine synthesis: a highly enantioselective route to 3-substituted proline derivatives

Abstract

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