Total Synthesis of Marine Macrolide Natural Products by the Macrocyclization/Transannular Pyran Cyclization Strategy DOI
Haruhiko Fuwa

Synlett, Journal Year: 2023, Volume and Issue: 35(13), P. 1488 - 1499

Published: Sept. 26, 2023

Abstract In this Account, we summarize the development of a new strategy for streamlined synthesis tetrahydropyran-embedded macrolactones and its successful implementation to 13-step (–)-exiguolide an 11-step (+)-neopeltolide. 1 Introduction 2 Development Macrocyclization/Transannular Pyran Cyclization Strategy 3 Total Synthesis (–)-Exiguolide 4 (+)-Neopeltolide 5 Conclusions

Language: Английский

Product Selectivity Control in the Brønsted Acid-Mediated Reactions with 2-Alkynylanilines DOI Creative Commons
Valerio Morlacci, Massimiliano Aschi, Marco Chiarini

et al.

Molecules, Journal Year: 2024, Volume and Issue: 29(15), P. 3693 - 3693

Published: Aug. 4, 2024

Brønsted acid-catalysed/mediated reactions of the 2-alkynylanilines are reported. While metal-catalysed these valuable building blocks have led to establishment robust protocols for selective, diverse-oriented syntheses significant heterocyclic derivatives, we here demonstrate practical advantages an alternative methodology under metal-free conditions. Our investigation into key factors influencing product selectivity in reveals that different reaction pathways can be directed towards formation diverse products by simply choosing appropriate The origins chemo- and regioselectivity switching been explored through Density Functional Theory (DFT) calculations.

Language: Английский

Citations

0

Total Synthesis of Marine Macrolide Natural Products by the Macrocyclization/Transannular Pyran Cyclization Strategy DOI
Haruhiko Fuwa

Synlett, Journal Year: 2023, Volume and Issue: 35(13), P. 1488 - 1499

Published: Sept. 26, 2023

Abstract In this Account, we summarize the development of a new strategy for streamlined synthesis tetrahydropyran-embedded macrolactones and its successful implementation to 13-step (–)-exiguolide an 11-step (+)-neopeltolide. 1 Introduction 2 Development Macrocyclization/Transannular Pyran Cyclization Strategy 3 Total Synthesis (–)-Exiguolide 4 (+)-Neopeltolide 5 Conclusions

Language: Английский

Citations

1