Issue 39, 2014

Synthesis of a chiral building block for highly functionalized polycyclic ethers

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

Supplementary files

Article information

Article type
Paper
Submitted
09 Jul 2014
Accepted
29 Jul 2014
First published
30 Jul 2014

Org. Biomol. Chem., 2014,12, 7750-7757

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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