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Issue 8, 2018
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Catalytic asymmetric formal total syntheses of (+)- and (−)-cycloclavine

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Abstract

We report an expeditious catalytic asymmetric approach to clavine alkaloids via a key Heck cyclization. This reaction sets the formation of vicinal stereocenters with excellent diastereoselectivity. Utilizing the aforementioned strategy, the formal total synthesis of cycloclavine (1) has been achieved via another key late-stage ester-aminolysis of 6.

Graphical abstract: Catalytic asymmetric formal total syntheses of (+)- and (−)-cycloclavine

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Supplementary files

Article information


Submitted
24 Nov 2017
Accepted
02 Jan 2018
First published
02 Jan 2018

Chem. Commun., 2018,54, 940-943
Article type
Communication

Catalytic asymmetric formal total syntheses of (+)- and (−)-cycloclavine

S. Chaudhuri, S. Ghosh, S. Bhunia and A. Bisai, Chem. Commun., 2018, 54, 940 DOI: 10.1039/C7CC09045E

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