Sulfamic acid catalyzed oxonium-ene reactions under ball milling conditions: Straightforward access to highly functionalized Oxabicyclo[3.2.1]octenes

Herein, we report a facile green procedure for the synthesis of oxabicyclo[3.2.1]octenes using sulfamic acid as catalyst under solvent-free ball milling conditions. A series of aldehydes or epoxides underwent oxonium-ene reaction with (−)-terpinen-4-ol under optimized conditions to produce a variety...

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Bibliographic Details
Main Authors: Trimurti L. Lambat, Sami H. Mahmood, Deeb Taher, Subhash Banerjee
Format: Article
Language:English
Published: Elsevier 2021-01-01
Series:Current Research in Green and Sustainable Chemistry
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S2666086521000655
Description
Summary:Herein, we report a facile green procedure for the synthesis of oxabicyclo[3.2.1]octenes using sulfamic acid as catalyst under solvent-free ball milling conditions. A series of aldehydes or epoxides underwent oxonium-ene reaction with (−)-terpinen-4-ol under optimized conditions to produce a variety of oxabicyclo[3.2.1]octene derivatives. The excellent selectivity, higher isolated yields of the products, use of mild catalyst and solvent-free ball milling conditions, and recyclability are the major advantages of the present procedure.
ISSN:2666-0865