School of Chemistry and Chemical Engineering, Huazhong University of Science and Technology, 1037 Luoyu Road, Wuhan 430074, People's Republic of China.
Org Biomol Chem. 2012 Oct 7;10(37):7618-27. doi: 10.1039/c2ob25922b.
A series of stable C(1)-symmetric chiral diamines (2a–2l) were conveniently synthesized by condensing exo-(-)-bornylamine or (+)-(1S,2S,5R)-menthylamine with various commercially available Cbz-protected amino acids. Among them, 2a can efficiently promote the Michael addition of nitroalkanes to a broad scope of enones with high yields (up to 96%) and excellent enantioselectivities (up to 98%) under mild conditions.
一系列稳定的 C(1)-对称手性二胺（2a-2l）通过与各种市售的 Cbz-保护氨基酸缩合外消旋-(-)-莰胺或 (+)-(1S,2S,5R)-薄荷胺方便地合成。其中，2a 在温和条件下可高效促进硝基烷与广泛范围的烯酮的迈克尔加成反应，具有高产率（高达 96%）和优异的对映选择性（高达 98%）。
