Highly Enantioselective Michael Addition Reactions in Water Catalyzed by an Insoluble MPS‐Supported 4‐Sulfonamidyl Prolinol tert‐Butyldiphenylsilyl Ether.
Highly Enantioselective Michael Addition Reactions in Water Catalyzed by an Insoluble MPS‐Supported 4‐Sulfonamidyl Prolinol tert‐Butyldiphenylsilyl Ether.
复制标题
DOI：
10.1002/chin.200939056
复制
发表时间：
2009-06
期刊：
影响因子：
--
通讯作者：
Y. Chuan;Guihua Chen;Yungui Peng
中科院分区：
文献类型：
--
作者：
Y. Chuan;Guihua Chen;Yungui Peng
摘要：研究了一种高效、不溶性、不溶胀的mps负载型有机催化剂，用于酮、醛在室温下与硝基苯乙烯的直接不对称Michael反应。当催化剂用量为10 mol %时，收率可达100%，立体选择性可达94% dr和93% ee。树脂结合催化剂通过简单的分离和过滤回收，并连续重复使用六次，没有明显的活性和对映体选择性损失。
Abstract The development of a highly efficient, insoluble, and non-swelling MPS-supported organocatalyst for the direct asymmetric Michael reaction of ketones and aldehydes to nitrostyrenes at room temperature in water is described. Excellent yields (up to 100%) and high stereoselectivities (up to 94% dr and 93% ee) were achieved with 10 mol % of the catalyst. The resin-bound catalyst was simply separated and recovered by filtration, and reused for six consecutive trials without significant loss of activity and enantioselectivity.