Synthesis of N-substituted Pyrrolin-2-ones

Member of
HBOI Faculty Contributions
Contributors
Mattern, R.-H.
Publisher
Elsevier B.V.
Date Issued
1996
Note

During studies towards the synthesis of microcolin analogues, an unexpected dehydration was observed when 1-benzyloxycarbonyl-4-hydroxy-5-methylpyrrolidin-2-one was treated with di-tert-butyl dicarbonate in the presence of 4-dimethylaminopyridine. This reaction was used for the stereospecific synthesis of several N-protected pyrrolin-2-ones. The elimination of β-hydroxyl groups in 4-hydroxy-pyrrolidinones with di-tert-butyl dicarbonate is described.

Language
English
Type
Text
Genre
article
Extent
5 p.
Subject (Topical)
Stereoisomers--Synthesis
Bioactive compounds--Synthesis
Pyrrolidines
Identifier
3331910
Additional Information
During studies towards the synthesis of microcolin analogues, an unexpected dehydration was observed when 1-benzyloxycarbonyl-4-hydroxy-5-methylpyrrolidin-2-one was treated with di-tert-butyl dicarbonate in the presence of 4-dimethylaminopyridine. This reaction was used for the stereospecific synthesis of several N-protected pyrrolin-2-ones. The elimination of β-hydroxyl groups in 4-hydroxy-pyrrolidinones with di-tert-butyl dicarbonate is described.
This manuscript is an author version with the final publication available at http://www.sciencedirect.com/science/journal/00404039 and may be cited as: Mattern, R.-H. (1996). Synthesis of N-substituted Pyrrolin-2-ones. Tetrahedron Letters, 37(3), 291-294. doi:10.1016/0040-4039(95)02267-8
Florida Atlantic University. Harbor Branch Oceanographic Institute contribution #1119.
Date Backup
1996
Date Text
1996
DOI
10.1016/0040-4039(95)02267-8
Date Issued (EDTF)
1996
Extension


FAU
FAU
admin_unit="FAU01", ingest_id="ing11843", creator="creator:BCHANG", creation_date="2012-01-12 08:17:09", modified_by="super:FAUDIG", modification_date="2014-02-13 08:49:57"

IID
FADT3331910
Issuance
single unit
Organizations
Attributed name: Harbor Branch Oceanographic Institute
Person Preferred Name

Mattern, R.-H.

creator

Physical Description

pdf
5 p.
PURL
http://purl.flvc.org/FCLA/DT/3331910
Title Plain
Synthesis of N-substituted Pyrrolin-2-ones
URL
http://purl.flvc.org/FCLA/DT/3331910
Origin Information

Elsevier B.V.
1996
single unit
Title
Synthesis of N-substituted Pyrrolin-2-ones
Other Title Info

Synthesis of N-substituted Pyrrolin-2-ones