Issue 108, 2014

Total synthesis of cruciferane via epoxidation/tandem cyclization sequence

Abstract

The total synthesis of alkaloid cruciferane is performed in three steps with an overall yield of 60.3%. The key step involves the in situ epoxidation of indole followed by tandem Cyclization via epoxide ring opening to furnish the 3-hydroxypyrroloindoline skeleton. This methodology gave a step economical and protecting group free total synthesis of cruciferane.

Graphical abstract: Total synthesis of cruciferane via epoxidation/tandem cyclization sequence

Supplementary files

Article information

Article type
Communication
Submitted
12 Sep 2014
Accepted
11 Nov 2014
First published
12 Nov 2014

RSC Adv., 2014,4, 63147-63149

Author version available

Total synthesis of cruciferane via epoxidation/tandem cyclization sequence

S. K. Ghosh and R. Nagarajan, RSC Adv., 2014, 4, 63147 DOI: 10.1039/C4RA10309B

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