论文部分内容阅读
用KMnO_4—冠醚氧化γ—丁烯内酯产生多量的2.3—顺—二羟γ—丁内酯。当丁烯酸内酯大量引入γ—取代基时,可得到较高的立体选择率。氧的官能性质在双键上的立体选择性引入,在加氧的天然产物合成中,如大环内酯,碳水化合物等合成方面开辟了广泛的可能性,因此近来沿这条路线做了许多努力,得到了成功的对映和非对映选择性氧化的结果。然而,由于缺乏一般性可靠的氧化方法,几乎完全忽略了在碳水化合物合成领域中不饱和内酯作为底物的利用。我们认为
Oxidation of [gamma] -butene lactone with KMnO 4 crown ether produces a significant amount of 2.3-cis-dihydroxy [gamma] -butyrolactone. When a large amount of [gamma] -substituents are introduced into butenolide, higher stereoselectivity can be obtained. The stereoselective introduction of the functional nature of oxygen at the double bond opens up a wide range of possibilities in the synthesis of oxygenated natural products, such as macrolides, carbohydrates and the like, and has therefore recently done much along this route Efforts have yielded the results of successful enantioselective and diastereoselective oxidation. However, the use of unsaturated lactones as substrates in the field of carbohydrate synthesis is almost completely ignored due to the lack of a generally reliable method of oxidation. We believe