Convenient Access to β-Substituted Chiral Phenones

✍ Scribed by Xiu-Fang Cao; Ming Hu; Fei Li; Wen-Chang Lu; Guang-Ao Yu; Sheng-Hua Liu

• Book ID: 102257695
• Publisher: John Wiley and Sons
• Year: 2009
• Tongue: German
• Weight: 154 KB
• Volume: 92
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.200800375

✦ Synopsis

Abstract

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A highly enantioselective approach towards the synthesis of β‐substituted chiral ketones by utilizing Grignard reagents was achieved. The (R)‐ and (S)‐antipodes of the target chiral ketones 2a–2k were obtained with up to 100% ee from chiral N‐alkanoylcamphorsultams 1 (Scheme, Table 2). This simple, catalyst‐free, direct procedure for the formation of chiral ketones is a fascinating method for the practical syntheses of chiral synthons as valuable building blocks and important medicinal intermediates.