异戊烯金属有机化合物与羰基化合物加成的区域选择性研究进展

Recent development in the regioselectivity of the addition of prenylmetals to carbonyl compound

异戊烯金属有机化合物与羰基化合物加成反应是合成含α-羟基异戊烯结构单元的天然化合物最简便的方法,但该反应通常生成α-加成和γ-加成两种异构体。不同金属对反应的区域选择性有很大影响。本文综述了异戊烯金属有机化合物与羰基化合物加成反应的区域选择性及其在天然产物合成中的应用。

The α-prenyl alcohol fragment is featured widely in many natural products such as shikonin and alkanin. The addition of prenylmetals to carbonyl compounds provides a concise and facile entry into this class of compounds. However, such carbonyl prenylation are inherently problematic since both α and γ adducts are formed during the reaction. Different prenylmetals have different influence on the regioselectivity of this addition. In this paper, recent development of the regioselectivity of this addition using prenylmetals is reviewed.