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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.

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author
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
2019-03-05 04:31:46
@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},
  volume       = {9},
  year         = {2019},
}