Gold(I)‐Catalyzed endo‐Selective Intramolecular α‐Alkenylation of β‐Yne‐Furans: Synthesis of Seven‐Membered‐Ring‐Fused Furans and DFT Calculations1. Issue 52 (19th November 2013)

• Record Type: Journal Article
• Authors: Dong, Zhe; Liu, Cheng‐Hang; Wang, Yi; Lin, Mu; Yu, Zhi‐Xiang
• Is Part Of: Angewandte Chemie international edition. Volume 52:Issue 52(2013)
• Page Start: 14157
• Page End: 14161
• Publication Date: 2013-11-19
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201306965
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="graphical" xml:lang="en"> <title> <x xml:space="preserve">Abstract</x> </title> <p> <bold>Alkenylation of furans</bold>: An efficient gold‐catalyzed <italic>endo</italic>‐selective intramolecular α‐alkenylation of β‐alkyne‐substituted furans has been developed to synthesize challenging seven‐membered‐ring‐fused furans in good to excellent yields. Preliminary DFT calculations have been carried out to understand the experimentally observed regioselectivity. DME=1, 2‐dimethoxyethane, Ts=<italic>p</italic>‐toluenesulfonyl.<boxed-text content-type="graphic" position="anchor" orientation="portrait"><graphic position="anchor" mimetype="image" xlink:href="ark:/27927/pgg4t3hxxzw" orientation="portrait" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink" /></boxed-text></p> </abstract>