Stereoselective Synthesis of Aryl Cyclopentene Scaffolds by Heck–Matsuda Desymmetrization of 3‐Cyclopentenol
- 26 August 2014
- journal article
- research article
- Published by Wiley in Chemistry – A European Journal
- Vol. 20 (41) , 13117-13121
Abstract
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 ee’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 cis‐ arrangement in the formation of the 4‐aryl‐cyclopentenols.Keywords
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