Zhang Zhibin, Bender Christopher F, Widenhoefer Ross A
Duke University, French Family Science Center, Durham, North Carolina 27708-0346, USA.
Org Lett. 2007 Jul 19;9(15):2887-9. doi: 10.1021/ol071108n. Epub 2007 Jun 27.
Treatment of the N-4,5-hexadienyl carbamate 2a with a catalytic 1:2 mixture of [(S)-1]Au2Cl2 [(S)-1 = (S)-3,5-t-Bu-4-MeO-MeOBIPHEP] and AgClO4 in m-xylene at -40 degrees C for 24 h led to isolation of 2-vinylpyrrolidine 3a in 97% yield with 81% ee. Gold(I)-catalyzed enantioselective hydroamination was effective for a number of carbamate groups and tolerated terminal disubstitutution of the allenyl moiety.
在-40℃下，将N-4,5-己二烯基氨基甲酸酯2a与[(S)-1]Au2Cl2[(S)-1 = (S)-3,5-二叔丁基-4-甲氧基-甲氧基联苯膦]和AgClO4的1:2催化混合物在间二甲苯中反应24小时，得到产率为97%、对映体过量率为81%的2-乙烯基吡咯烷3a。金(I)催化的对映选择性氢胺化反应对许多氨基甲酸酯基团有效，并且能够耐受烯丙基部分的末端双取代。
