Stereoselectivity in the condensation reactions between malate enolate and imines to 2-pyrrolidinone derivatives

Deok Chan Ha; Kyeong Soon Yun; Hye Sang Park; Won Keun Choung; Young Eun Kwon

doi:10.1016/0040-4039(95)01818-3

Stereoselectivity in the condensation reactions between malate enolate and imines to 2-pyrrolidinone derivatives

Deok Chan Ha, Kyeong Soon Yun, Hye Sang Park, Won Keun Choung, Young Eun Kwon

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

8 Citations (Scopus)

Abstract

Enolate dianion of diethyl (S)-malate was stereoselectively condensed with nonenoiizable N-arylimines to give 2-pyrrolidinone derivatives. The presence of HMPA changes the diastereoselectivity of this cyclization reaction.

Original language	English
Pages (from-to)	8445-8448
Number of pages	4
Journal	Tetrahedron Letters
Volume	36
Issue number	46
DOIs	https://doi.org/10.1016/0040-4039(95)01818-3
Publication status	Published - 1995 Nov 13

Bibliographical note

Funding Information:
Acknowledgement. This work was supported by a grant from the Korea Science and Engineering Foundation (92-25-00-08). The authors thank Organic Chemistry Research Center sponsored by KOSEF for ‘H-NMR and mass measurements.

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/0040-4039(95)01818-3

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title = "Stereoselectivity in the condensation reactions between malate enolate and imines to 2-pyrrolidinone derivatives",

abstract = "Enolate dianion of diethyl (S)-malate was stereoselectively condensed with nonenoiizable N-arylimines to give 2-pyrrolidinone derivatives. The presence of HMPA changes the diastereoselectivity of this cyclization reaction.",

author = "Ha, {Deok Chan} and Yun, {Kyeong Soon} and Park, {Hye Sang} and Choung, {Won Keun} and Kwon, {Young Eun}",

note = "Funding Information: Acknowledgement. This work was supported by a grant from the Korea Science and Engineering Foundation (92-25-00-08). The authors thank Organic Chemistry Research Center sponsored by KOSEF for {\textquoteleft}H-NMR and mass measurements.",

year = "1995",

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doi = "10.1016/0040-4039(95)01818-3",

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T1 - Stereoselectivity in the condensation reactions between malate enolate and imines to 2-pyrrolidinone derivatives

AU - Ha, Deok Chan

AU - Yun, Kyeong Soon

AU - Park, Hye Sang

AU - Choung, Won Keun

AU - Kwon, Young Eun

N1 - Funding Information: Acknowledgement. This work was supported by a grant from the Korea Science and Engineering Foundation (92-25-00-08). The authors thank Organic Chemistry Research Center sponsored by KOSEF for ‘H-NMR and mass measurements.

PY - 1995/11/13

Y1 - 1995/11/13

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AB - Enolate dianion of diethyl (S)-malate was stereoselectively condensed with nonenoiizable N-arylimines to give 2-pyrrolidinone derivatives. The presence of HMPA changes the diastereoselectivity of this cyclization reaction.

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U2 - 10.1016/0040-4039(95)01818-3

DO - 10.1016/0040-4039(95)01818-3

M3 - Article

AN - SCOPUS:0028837696

SN - 0040-4039

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 46

ER -

Stereoselectivity in the condensation reactions between malate enolate and imines to 2-pyrrolidinone derivatives

Abstract

Bibliographical note

ASJC Scopus subject areas

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