Kimmel Kyle L, Robak MaryAnn T, Ellman Jonathan A
Department of Chemistry, University of California, Berkeley, California 94720, USA.
J Am Chem Soc. 2009 Jul 1;131(25):8754-5. doi: 10.1021/ja903351a.
The highly enantioselective addition of thioacetic acid to nitroalkenes using a new sulfinyl urea organocatalyst is described. The addition of thioacetic acid proceeds in high yields and enantioselectivities for a variety of aromatic and aliphatic nitroalkene substrates. This new method is useful for preparing chiral 1,2-aminothiol derivatives, as demonstrated by the first enantioselective synthesis of the clinically used antifungal drug sulconazole.
描述了使用一种新型亚磺酰基脲有机催化剂将硫代乙酸高度对映选择性地加成到硝基烯烃上的反应。对于多种芳香族和脂肪族硝基烯烃底物，硫代乙酸的加成反应能以高收率和对映选择性进行。这种新方法对于制备手性1,2 - 氨基硫醇衍生物很有用，临床使用的抗真菌药物舒康唑的首次对映选择性合成就证明了这一点。
