Nemoto Tetsuhiro, Fukuyama Takashi, Yamamoto Eri, Tamura Shinji, Fukuda Tomoaki, Matsumoto Takayoshi, Akimoto Yuichi, Hamada Yasumasa
Graduate School of Pharmaceutical Sciences, Chiba University, Chiba 263-8522, Japan.
Org Lett. 2007 Mar 1;9(5):927-30. doi: 10.1021/ol0700207. Epub 2007 Feb 7.
[reaction: see text] Asymmetric allylic amination of allylic carbonates prepared from racemic Morita-Baylis-Hillman adducts proceeded in the presence of Pd catalyst, chiral diaminophosphine oxide (DIAPHOX), and BSA, affording the corresponding chiral aza-Morita-Baylis-Hillman adduct derivatives in excellent yield with up to 99% ee. The cyclic reaction products could be converted into various synthetically useful compounds such as chiral cyclic beta-amino acids.
[反应：见正文] 由外消旋森田-贝利斯-希尔曼加合物制备的烯丙基碳酸酯的不对称烯丙基胺化反应在钯催化剂、手性二氨基氧化膦（DIAPHOX）和BSA存在下进行，以高达99%的对映体过量（ee）和优异的产率得到相应的手性氮杂-森田-贝利斯-希尔曼加合物衍生物。环状反应产物可转化为各种具有合成用途的化合物，如手性环状β-氨基酸。
