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Issue 39, 2014
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Synthesis of a chiral building block for highly functionalized polycyclic ethers

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Abstract

An efficient procedure for preparing enantiopure polycyclic ethers is reported. The protocol is based on the photo-oxidation/conjugate addition sequence over a chiral functionalized furan, which was prepared from commercially available tri-O-acetyl-D-glucal. The Michael addition step afforded two products with the same absolute configuration from a mixture of diastereomers.

Graphical abstract: Synthesis of a chiral building block for highly functionalized polycyclic ethers

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Article information


Submitted
09 Jul 2014
Accepted
29 Jul 2014
First published
30 Jul 2014

Org. Biomol. Chem., 2014,12, 7750-7757
Article type
Paper

Synthesis of a chiral building block for highly functionalized polycyclic ethers

G. Pazos, M. Pérez, Z. Gándara, G. Gómez and Y. Fall, Org. Biomol. Chem., 2014, 12, 7750
DOI: 10.1039/C4OB01439A

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