A New Henry/Michael/Retro‐Henry/Henry Domino Sequence Promoted by Bifunctional Organocatalysts. Issue 5 (15th March 2013)

• Record Type: Journal Article
• Authors: Quintavalla, Arianna; Lombardo, Marco; Sanap, Shrihari P.; Trombini, Claudio
• Is Part Of: Advanced synthesis & catalysis. Volume 355:Issue 5(2013)
• Page Start: 938
• Page End: 946
• Publication Date: 2013-03-15
• 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.201201135
• Languages: English
• ISSNs: 1615-4150

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>A highly stereoselective route to densely functionalized cyclohexanes is described, <italic>via</italic> a <italic>Cinchona</italic>‐based bifunctional organocatalyzed Henry/Michael/retro‐Henry/Henry domino reaction. The peculiar stereoconvergent mechanism allows the creation of up to four contiguous stereocenters in a highly stereodefined manner starting from both achiral aldehydes and racemic nitro alcohols. The simple and efficient protocol can be exploited to synthesize a wide range of substrates and also useful bioactive molecules.</p> </abstract>