Epoxidation of enol silyl ethers, phosphates, esters, and lactones by dimethyldioxirane

W Adam, L Hadjiarapoglou, V Jäger, J Klicić…

Index: Adam, Waldemar; Hadjiarapoglou, Lazaros; Jaeger, Volker; Klicic, Jasna; Seidel, Bernhard; Wang, Xiaoheng Chemische Berichte, 1991 , vol. 124, # 10 p. 2361 - 2368

Full Text: HTML

Citation Number: 37

Abstract

Abstract The epoxides 2a–u (Table 1) of the enol silyl ethers 1a, b, enol phosphates 1c–k, and enol esters and lactones 11–u were prepared in excellent yields by epoxidation with isolated dimethyldioxirane (4)(as acetone solution). These labile epoxides (stable below 0 C) could be isolated in pure form and characterized spectroscopically (IR, 1 H and 13 C NMR). The derivatives 2p–u were sufficiently stable so that even C, H analyses were ...