Conversion of thionoesters and thionolactones to ethers; a general and efficient radical desulfurisation

KC Nicolaou, M Sato, EA Theodorakis…

Index: Nicolaou, Kyriacos C.; Sato, Mitsunobu; Theodorakis, Emmanuel A.; Miller, Neil D. Journal of the Chemical Society, Chemical Communications, 1995 , # 15 p. 1583 - 1586

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Abstract

The results summarised in Table 1 demonstrate the versatility and generality of this new reaction. Primary or secondary alcohol-derived thionoesters (entries 1, 2, 4, 5) are smoothly converted to the corresponding ethers in high overall yields. In addition, thionolactones (entries 3, 6 1 0) can be easily reduced to the corresponding cyclic ethers with good yield and with no observed formaton of ring-opened by-products. The general applicability of ...