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A Concise Approach for the Synthesis of the Tetracyclic Framework of Lycibarbarines A and B

Manoj N. Shet, Hemanth K. Nechooli,Chepuri V. Ramana

Tetrahedron Letters(2023)

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Abstract
A simple approach for the construction of the tetracyclic spiroketal skeleton of Lycibarbarine A and B has been described. Employing a solvent free condition for epoxide opening with tetrahydroquinoline as a key reaction to couple both the fragments, an oxidation followed by TBAF-mediated silyl deprotection spiroketalization establishes the complete tetracyclic core present in these natural products. (c) 2023 Elsevier Ltd. All rights reserved.
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Key words
Total synthesis,Tetracyclic spiroketal,Chiral pool approach,D -Glyceraldehyde
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