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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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Publication details

The article was received on 24 Nov 2017, accepted on 02 Jan 2018 and first published on 02 Jan 2018


Article type: Communication
DOI: 10.1039/C7CC09045E
Citation: Chem. Commun., 2018, Advance Article
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    Catalytic asymmetric formal total syntheses of (+)- and (−)-cycloclavine

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

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