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Concise and stereoselective synthesis of (±)-Hagen's gland lactone†
Dongjoo Lee,Iljin Shin,Yoonjung Hwang,Kiyoun Lee,Seung-Yong Seo,Hyoungsu Kim
RSC Advances Pub Date : 10/13/2014 00:00:00 , DOI:10.1039/C4RA11763H
Abstract

The synthesis of (±)-Hagen's gland lactone 1 has been completed in three steps in 44% from commercially available starting materials. The work is highlighted by a straightforward preparation of butenolide through an epoxide opening using 2-lithiofuran and a concise and stereoselective synthesis of furano-γ-lactone by a novel DBU-promoted sequential isomerization/intramolecular oxa-Michael addition of a hydroxybutenolide.

Graphical abstract: Concise and stereoselective synthesis of (±)-Hagen's gland lactone
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