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Issue 20, 2020
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Divergent syntheses of okaramines C, J, L, and S–U

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Abstract

The total synthesis of six novel okaramines (C, J, L, and S–U) was accomplished with a precise synthesis scheme involving a few steps and a practical yield of 6.7%–23% was obtained. The significance of this study includes the design of a successful and convenient synthesis method for preparation of 3a-hydroxy-pyrrolo[2,3-b]-indole and C-7 prenylated L-tryptophan derivatives using a nucleophilic attack of cyclopropylazetoindoline and an aza-Claisen rearrangement of N-reverse-prenyl tryptophan, respectively.

Graphical abstract: Divergent syntheses of okaramines C, J, L, and S–U

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Article information


Submitted
20 Mar 2020
Accepted
04 May 2020
First published
04 May 2020

Org. Biomol. Chem., 2020,18, 3848-3852
Article type
Communication

Divergent syntheses of okaramines C, J, L, and S–U

X. Li, T. Si, Y. Liu, M. Wang and A. S. C. Chan, Org. Biomol. Chem., 2020, 18, 3848
DOI: 10.1039/D0OB00587H

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