Stereoselective intramolecular radical addition of polyhaloacyl pendant groups to the 1,3-dihydro-2-imidazolone moiety: the chiral synthesis of threo-diaminocarboxylic acids
作者:Tomokazu Katahira、Tadao Ishizuka、Hirofumi Matsunaga、Takehisa Kunieda
DOI:10.1016/s0040-4039(01)01242-4
日期:2001.9
addition of trichloroacetyl and 2,2-dichloro-4-hexenoyl pendant groups to a 1,3-dihydro-2-imidazolone moiety provides a perfectly stereocontrolled approach to the preparation of 1,2-diamines which contain contiguous multi-stereocenters. Typical examples for this approach are given by the chiral synthesis of vicinal-diaminocarboxylic acids, which are amino analogs of statine and MeBmt.
分子内Ru(II)催化的三氯乙酰基和2,2-二氯-4-己烯酰基侧基与1,3-二氢-2-咪唑啉酮基团的分子内自由基加成反应为制备1,2-二胺提供了完全立体控制的方法包含连续的多立体中心。该方法的典型例子是邻位二氨基羧酸的手性合成,邻位二氨基羧酸是他汀类和MeBmt的氨基类似物。