Diastereoselective Michael Addition of Magnesium Amide to O-(2-Alkenoyl)TEMPOs and Comparison of Reactivity with Acyl Substituent-Modified Carboxylic Analogues

作者：Ma, Li-Jian; Mei, Zhen-Wu; Toyohara, Keisuke; Kawafuchi, Hiroyuki; Nokami, Junzo; Inokuchi, Tsutomu^*

来源：Bulletin of the Chemical Society of Japan, 2010, 83(12): 1545-1547.

DOI：10.1246/bcsj.20100172

• BETA-AMINO ACIDS
• ASYMMETRIC CONJUGATE ADDITION
• LITHIUM AMIDES
• TEMPO
• ESTERS
• TRANSFORMATIONS
• EQUIVALENTS
• FOLDAMERS
• ALDEHYDES
• REAGENTS

O-(2-Alkenoyl)TEMPOs bearing an O-N bond in the acyl substituent are highly reactive in Michael addition of magnesium amide compared with their acyl substituent-modified analogs. Highly diastereoselective addition is achieved to the AlMe3-treated O-(2-alkenoyl)TEMPO as an acceptor with the Mg amide generated from optically active secondary amine.

• 出版日期2010-12-15