Enantioselective Construction of Spirooxindole Derivatives: Asymmetric [3+2] Cyclization of Isothiocyanatooxindoles with Allenic Esters or 2‐Butynedioic Acid Diesters. Issue 11 (9th August 2013)

• Record Type: Journal Article
• Authors: Du, Dan; Jiang, Yu; Xu, Qin; Shi, Min
• Is Part Of: Advanced synthesis & catalysis. Volume 355:Issue 11/12(2013)
• Page Start: 2249
• Page End: 2256
• Publication Date: 2013-08-09
• 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.201300460
• Languages: English
• ISSNs: 1615-4150

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>A novel <italic>Cinchona</italic> alkaloid‐derived organocatalyst having stronger hydrogen‐bonding donors that catalyzes the asymmetric [3+2] cycloaddition of 3‐isothiocyanatooxindoles with allenic esters or 2‐butynedioic acid diesters has been developed, affording functionalized spirooxindole derivatives in high yields along with good to excellent enantioselectivities under mild conditions. We also found that by changing the ratio of the substrates, different spirooxindole derivatives could be obtained in high yields along with good to excellent enantioselectivities.</p> <p> <boxed-text content-type="graphic" position="anchor" orientation="portrait"> <graphic position="anchor" mimetype="image" xlink:href="ark:/27927/pgg36h121pg" orientation="portrait" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink" /> </boxed-text> </p> </abstract>