Tetrahedron, volume 54, issue 52, pages 15759-15780

ASYMMETRIC SYNTHESIS OF 4-SUBSTITUTED PROLINES AS CONFORMATIONALLY CONSTRAINED AMINO ACID ANALOGUES

Qian Wang ¹

N Andrésasaki ¹

Pierre Potier ¹

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Institut de chimie des substances naturelles, CNRS 91198-Gif-sur-Yvette, France |

Publication type: Journal Article

Publication date: 1998-12-01

Elsevier

Journal: Tetrahedron

scimago Q3

wos Q2

SJR: 0.406

CiteScore: 3.9

Impact factor: 2.1

ISSN: 00404020, 14645416

DOI: 10.1016/S0040-4020(98)00989-2

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Organic Chemistry

Drug Discovery

Biochemistry

Abstract

Treatment of readily available chiral building block 1 with (2R)-2,3-O-isopropylideneglyceraldehyde (5) provides a new route for asymmetric synthesis of 2,4-disubstituted pyrrolidines. Several proline-amino acid chimeras: proline-leucine, proline-lysine, proline-arginine and proline-glutamic acid, are synthesized in highly diastereomerically pure forms.

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Publisher

Elsevier

Journal

Tetrahedron

scimago Q3

wos Q2

SJR

0.406

CiteScore

3.9

Impact factor

2.1

ISSN

00404020 (Print)

14645416 (Electronic)

ASYMMETRIC SYNTHESIS OF 4-SUBSTITUTED PROLINES AS CONFORMATIONALLY CONSTRAINED AMINO ACID ANALOGUES

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