申请人:THE BOARD OF TRUSTEES OF THE LELAND STANFORD JUNIOR UNIVERSITY
公开号:EP0046033A1
公开(公告)日:1982-02-17
Methods and compositions are provided for asymmetrically donating an oxygen atom to a pair of electrons to produce an asymmetric product which is a valuable technique in the synthesis or modification of a natural product. A metal alkoxide is used as a catalyst, where the metal has a coordination number of at least four, and at least one, usually two, of the alkoxide groups bonded to the metal are bonded to asymmetric carbon atoms. The metal catalyst is employed in conjunction with a hydroperoxide and an alkanol having a functionality with a pair of electrons capable of accepting an oxygen atom. The resulting product is enriched in one enantiomer due to the enantioselective introduction of an asymmetric center or an enhanced rate of reaction of one of the enantiomers of a chiral alkanol. A preferred metal for the catalyst are titanium, and for the alkanol a tartrate derivative, and such compounds are claimed per se.
本发明提供了将氧原子不对称地捐献给一对电子以产生不对称产物的方法和组合物,这在天然产物的合成或改性中是一种有价值的技术。使用金属烷氧基作为催化剂,其中金属的配位数至少为四,与金属键合的烷氧基中至少有一个(通常是两个)与不对称碳原子键合。金属催化剂与过氧化氢和烷醇一起使用,烷醇具有能接受氧原子的一对电子的官能团。由于不对称中心的对映选择性引入或手性烷醇的一种对映异构体的反应速率提高,因此生成物中的一种对映异构体含量丰富。催化剂的首选金属是钛,烷醇的首选金属是酒石酸盐衍生物,此类化合物本身已提出权利要求。