Synthesis of Spiro[chroman/tetrahydrothiophene‐3, 3′‐oxindole] Scaffolds via Heteroatom‐Michael–Michael Reactions: Easily Controlled Enantioselectivity via Bifunctional Catalysts. Issue 2 (20th January 2014)

• Record Type: Journal Article
• Authors: Huang, Youming; Zheng, Changwu; Chai, Zhuo; Zhao, Gang
• Is Part Of: Advanced synthesis & catalysis. Volume 356:Issue 2/3(2014)
• Page Start: 579
• Page End: 583
• Publication Date: 2014-01-20
• 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.201300833
• Languages: English
• ISSNs: 1615-4150

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>An efficient method for the construction of chiral spirooxindole‐chroman and spirooxindole‐tetrahydrothiophene scaffolds with three consecutive chiral centers including an all‐carbon quaternary spirocenter has been developed. This method features an asymmetric thia/oxa‐Michael–Michael cascade sequence in a single operation in the presence of chiral tertiary amine‐thioureas as the catalysts, providing the desired products in good chemical yields and optical purities.</p> <p> <boxed-text content-type="graphic" position="anchor" orientation="portrait"> <graphic position="anchor" mimetype="image" xlink:href="ark:/27927/pgg4sr7r48f" orientation="portrait" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink" /> </boxed-text> </p> </abstract>