Synfacts 2007(11): 1216-1216  
DOI: 10.1055/s-2007-991218
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Sulfate Zirconia for Mannich Reaction

Contributor(s): Yasuhiro Uozumi, Yoichi M. A. Yamada
S. Wang, S. Matsumura, K. Toshima*
Keio University, Yokohama, Japan
Further Information

Publication History

Publication Date:
23 October 2007 (online)

Significance

The Mannich-type reaction of ald­imines with ketene silyl acetals was promoted by sulfated zirconia SO4/ZrO2 as a solid acid. Thus, the reaction of 1 with 2 was carried out with SO4/ZrO2 in MeCN to give β-amino esters 3 in 65-100% yield (eq. 1). The catalyst was recovered and reused with a slight loss of catalytic activity (yield of 3; 1st use of SO4/ZrO2: 99%, 2nd use: 99%, 3rd use: 97%, 4th use 90%).