Skip to main content

Lund University Publications

LUND UNIVERSITY LIBRARIES

Enantioselective synthesis of : Anti -3-alkenyl-2-amido-3-hydroxy esters: Application to the total synthesis of (+)-alexine

Yu, Lu LU and Somfai, Peter LU (2019) In RSC Advances 9(5). p.2799-2802
Abstract

A straightforward synthesis of anti-3-alkenyl-2-amido-3-hydroxy esters from the corresponding racemic α-amino-β-keto esters by using a ATH/DKR protocol has been developed. This method gives moderate to excellent yields with high chemo-, diastereo- and enantioselectivities for a broad range of substrates. In order to highlight the versatility of the methodology it was applied in an efficient asymmetric synthesis of the polyhydroxylated pyrrolizidine alkaloid (+)-alexine.

Please use this url to cite or link to this publication:
author
and
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
RSC Advances
volume
9
issue
5
pages
4 pages
publisher
Royal Society of Chemistry
external identifiers
  • scopus:85060607661
ISSN
2046-2069
DOI
10.1039/c9ra00173e
language
English
LU publication?
yes
id
20e9c07f-3e64-46bd-9c34-a5728d15a3f7
date added to LUP
2019-02-06 14:42:49
date last changed
2022-04-25 21:00:02
@article{20e9c07f-3e64-46bd-9c34-a5728d15a3f7,
  abstract     = {{<p>A straightforward synthesis of anti-3-alkenyl-2-amido-3-hydroxy esters from the corresponding racemic α-amino-β-keto esters by using a ATH/DKR protocol has been developed. This method gives moderate to excellent yields with high chemo-, diastereo- and enantioselectivities for a broad range of substrates. In order to highlight the versatility of the methodology it was applied in an efficient asymmetric synthesis of the polyhydroxylated pyrrolizidine alkaloid (+)-alexine.</p>}},
  author       = {{Yu, Lu and Somfai, Peter}},
  issn         = {{2046-2069}},
  language     = {{eng}},
  number       = {{5}},
  pages        = {{2799--2802}},
  publisher    = {{Royal Society of Chemistry}},
  series       = {{RSC Advances}},
  title        = {{Enantioselective synthesis of : Anti -3-alkenyl-2-amido-3-hydroxy esters: Application to the total synthesis of (+)-alexine}},
  url          = {{http://dx.doi.org/10.1039/c9ra00173e}},
  doi          = {{10.1039/c9ra00173e}},
  volume       = {{9}},
  year         = {{2019}},
}