Unified divergent total syntheses of illudalane sesquiterpenes from granulolactone via a one-pot diels-alder/oxidative aromatization

TitleUnified divergent total syntheses of illudalane sesquiterpenes from granulolactone via a one-pot diels-alder/oxidative aromatization
Publication TypeJournal Article
Year of Publication2026
AuthorsSurvase, VU, Handore, KL
JournalJournal of Organic Chemistry
Volume91
Issue24
Pagination8322-8330
Date PublishedJUN
Type of ArticleArticle
ISSN0022-3263
Abstract

We describe an efficient and unified strategy for the total synthesis of seven illudalane sesquiterpenes starting from the readily accessible precursor granulolactone. The route features a Julia olefination and a gram-scale, one-pot Diels-Alder/oxidative aromatization sequence that rapidly forges the densely substituted illudalane core. Use of granulolactone as a common intermediate enables a divergent late-stage branching strategy, allowing rapid access to multiple natural products from a single scaffold. This concise approach highlights the power of divergence-oriented synthesis for the efficient preparation of structurally diverse illudalane frameworks and provides a platform for future analogue development.

DOI10.1021/acs.joc.6c00679
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

3.3

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

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