Vellucci Danielle, Rychnovsky Scott D
Department of Chemistry, 1102 Natural Sciences II, University of California, Irvine, Irvine, California, 92697-2025, USA.
Org Lett. 2007 Feb 15;9(4):711-4. doi: 10.1021/ol0630447.
The reductive cyclization reaction of a cyanoacetal has been used to prepare the pectenotoxin 2 (PTX-2) AB spiroacetal with high diastereoselectively for the first time. The strategy is convergent and makes use of the axial-selective reductive lithiation of 2-cyano tetrahydropyran rings to introduce the spiroacetal center with the desired non-anomeric selectivity. [reaction: see text].
首次利用氰基缩醛的还原环化反应以高非对映选择性制备了pectenotoxin 2(PTX-2)AB螺环缩醛。该策略是汇聚式的,并利用2-氰基四氢吡喃环的轴向选择性还原锂化反应,以所需的非端基选择性引入螺环缩醛中心。[反应:见正文]