A Highly Stereoselective Addition of the Anion Derived from α-Diazoacetamide to Aromatic N-Tosylimines

✍ Scribed by Yonghua Zhao; Zhihua Ma; Xiaomei Zhang; Yaping Zou; Xianglin Jin; Jianbo Wang

• Publisher: John Wiley and Sons
• Year: 2004
• Tongue: English
• Weight: 156 KB
• Volume: 43
• Category: Article
• ISSN: 0044-8249
• DOI: 10.1002/anie.200460730

✦ Synopsis

a-Diazocarbonyl compounds have found wide application in organic synthesis as a result of their diverse reactivities. [1] The previous research activities in this area have mostly concentrated on the transition metal complex catalyzed diazo decompositions, which generate metal-carbene intermediates. In addition to serving as metal-carbene precursors, however, the relatively stable a-diazocarbonyl compounds can tolerate a variety of transformations with retention of the diazo functionality, thus allowing the chemical modification of a-diazo compounds. [1c, 2] One such transformation is the [