Copper‐Catalyzed Asymmetric Alkylation of β‐Keto Esters with Xanthydrols. Issue 14 (7th October 2013)

• Record Type: Journal Article
• Authors: Trillo, Paz; Baeza, Alejandro; Nájera, Carmen
• Is Part Of: Advanced synthesis & catalysis. Volume 355:Issue 14/15(2013)
• Page Start: 2815
• Page End: 2821
• Publication Date: 2013-10-07
• Subjects: Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.201300627
• Languages: English
• ISSNs: 1615-4150

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>The copper(II) triflate‐<italic>tert</italic>‐butyl‐bisoxazoline [Cu(OTf)₂‐<italic>t‐</italic>Bu‐BOX]‐catalyzed asymmetric alkylation of β‐keto esters using free benzylic alcohols such as xanthydrols, as alkylating agents, is herein described for the first time. This green protocol renders in general the corresponding products with good results in terms of both yields and enantioselectivities using different keto esters, even when quaternary stereocenters were created. The scope, limitations and mechanistic aspects of the process are also discussed.</p> <p> <boxed-text content-type="graphic" position="anchor" orientation="portrait"> <graphic position="anchor" mimetype="image" xlink:href="ark:/27927/pgg4t3824kq" orientation="portrait" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink" /> </boxed-text> </p> </abstract>