Miller Craig A, Batey Robert A
Davenport Research Laboratories, Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario M5S 3H6, Canada.
Org Lett. 2004 Mar 4;6(5):699-702. doi: 10.1021/ol0363117.
Hetero Diels-Alder reactions of transient nitrosoamidines are reported. Transient nitrosoamidines are formed by oxidation of protected N-hydroxylguanidines and are trapped in situ by 1,3-dienes to give [4 + 2] cycloadducts in good yields and regioselectivity. The resultant cycloadducts are versatile intermediates for the formation of functionalized guanidines. [reaction: see text]
报道了瞬态亚硝基脒的杂环狄尔斯-阿尔德反应。瞬态亚硝基脒由受保护的N-羟基胍氧化形成，并在原位被1,3-二烯捕获，以良好的产率和区域选择性得到[4 + 2]环加成产物。所得的环加成产物是用于形成功能化胍的通用中间体。[反应：见正文]
