Gold‐Catalyzed Oxidative Cyclizations on 1, 4‐Enynes: Evidence for a γ‐Substituent Effect on Wagner–Meerwein Rearrangements1. Issue 15 (5th March 2013)

• Record Type: Journal Article
• Authors: Ghorpade, Satish; Su, Ming‐Der; Liu, Rai‐Shung
• Is Part Of: Angewandte Chemie international edition. Volume 52:Issue 15(2013)
• Page Start: 4229
• Page End: 4234
• Publication Date: 2013-03-05
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201210313
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="graphical" xml:lang="en"> <title> <x xml:space="preserve">Abstract</x> </title> <p> <bold>Gold</bold>‐catalyzed oxidative cyclizations of 1, 4‐enynes were used to study the γ‐effect on the Wagner–Meerwein rearrangement. Both experimental and theoretical work disclose that a gold substituent in the γ‐position can direct a stereospecific 1, 2‐shift of the <italic>anti</italic>‐β‐substituent regardless of its intrinsic properties.<boxed-text content-type="graphic" position="anchor" orientation="portrait"><graphic position="anchor" mimetype="image" xlink:href="ark:/27927/pgg1x47fbn9" orientation="portrait" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink" /></boxed-text></p> </abstract>