Concise approach for the synthesis of the tetracyclic framework of Lycibarbarines A and B

TitleConcise approach for the synthesis of the tetracyclic framework of Lycibarbarines A and B
Publication TypeJournal Article
Year of Publication2023
AuthorsShet, MN, Nechooli, HK, Ramana, CV
JournalTetrahedron Letters
Volume121
Pagination154493
Date PublishedMAY 17
Type of ArticleArticle
ISSN0040-4039
KeywordsChiral pool approach, D -Glyceraldehyde, Tetracyclic spiroketal, Total synthesis
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.

DOI10.1016/j.tetlet.2023.154493
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

1.8

Divison category: 
Organic Chemistry
Database: 
Web of Science (WoS)

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