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Published on: January 15, 2016
Catalytic asymmetric formal total syntheses of (+)- and (-)-cycloclavine
Saikat Chaudhuri1, Santanu Ghosh, Subhajit Bhunia
1Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhauri, Bhopal - 462 066, Madhya Pradesh, India. alakesh@iiserb.ac.in.
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.
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