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  4. Total asymmetric synthesis of seco-acids of 9,12-anhydroerythronolide aglycons
 
research article

Total asymmetric synthesis of seco-acids of 9,12-anhydroerythronolide aglycons

Ainge, S. W.
•
Vogel, P.  
1998
Tetrahedron Letters

The Diels-Alder adduct of 2,4-dimethylfuran to 1-cyanovinyl (1'S)-camphanate was converted into (2R,3R,4S,5S,6R,7R)-3,6-epoxy-4,5-isopropylidenedioxy-2,4,6-trimethyl-7- [(tert-butyl)-dimethylsilyloxy]non-1-yl phenyl sulfoxides (6), the condensation of which with (3R,4S,5R,6S)-7-benzyloxy-3,5-isopropylidenedioxy-4,6-dimethylheptan-2-o ne (7) led to the partially-protected seco-acid of the 9,12-anhydroerythronolide aglycon (5). (C) 1998 Elsevier Science Ltd. All rights reserved.

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Type
research article
DOI
10.1016/S0040-4039(98)00691-1
Author(s)
Ainge, S. W.
•
Vogel, P.  
Date Issued

1998

Publisher

Elsevier

Published in
Tetrahedron Letters
Volume

39

Issue

23

Start page

4039

End page

4042

Subjects

antibiotics

•

bicyclic heterocyclic compounds

•

furans

•

polyketides

•

Polypropionate fragments

•

erythronolide-b

•

sporeamicin-a

•

derivatives

•

sequence

Note

Univ Lausanne, Chim Sect, BCH, CH-1015 Lausanne, Switzerland.

Editorial or Peer reviewed

REVIEWED

Written at

EPFL

EPFL units
LGSA  
Available on Infoscience
November 9, 2005
Use this identifier to reference this record
https://infoscience.epfl.ch/handle/20.500.14299/219730
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