Stereoselective Synthesis of Aryl Cyclopentene Scaffolds by Heck–Matsuda Desymmetrization of 3‐Cyclopentenol. Issue 41 (26th August 2014)

• Record Type: Journal Article
• Authors: Angnes, Ricardo A.; Oliveira, Juliana M.; Oliveira, Caio C.; Martins, Nelson C.; Correia, Carlos Roque D.
• Is Part Of: Chemistry. Volume 20:Issue 41(2014)
• Page Start: 13117
• Page End: 13121
• Publication Date: 2014-08-26
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201404159
• Languages: English
• ISSNs: 0947-6539

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>A new enantioselective Heck–Matsuda desymmetrization reaction was accomplished by using 3‐cyclopentenol to produce chiral five‐membered 4‐aryl cyclopentenol scaffolds in good yields and high <italic>ee</italic>'s, together with some 3‐aryl‐cyclopentanones as minor products. Mechanistically, the hydroxyl group of 3‐cyclopentenol acts as a directing group and is responsible for the <italic>cis</italic>‐ arrangement in the formation of the 4‐aryl‐cyclopentenols.</p> </abstract>