34103-99-6Relevant articles and documents
Conversion of Esters and Lactones to Ethers via Thionoesters and Thionolactones Using Reductive Radical Desulfurization
Jang, Doo Ok,Song, Seong Ho,Cho, Dae Hyan
, p. 3479 - 3488 (1999)
Various thionoesters and thionolactones are readily reduced into the corresponding ethers in high isolated yields by radical desulfuurization with organotin hydrides and Et3B under mild reaction conditions.
Process for deoxygenating secondary alcohols
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, (2008/06/13)
The process for removing a secondary hydroxyl group from an organic compound having at least one secondary hydroxyl group and having any amino groups protected, comprises the reaction of a reactive ester of said secondary hydroxyl group selected from the group consisting of an O-alkylthioester and an O-alkylselenoester with at least one mole of an organotin hydride, preferably tri-n-butylstannane, in an inert, aprotic solvent at a temperature of at least about 100° C and under an inert atmosphere. The process is particularly useful in removing secondary alcohols in aminoglycoside antibiotics to produce deoxy derivatives thereof having antibacterial activity. Also described are novel O-sec.-alkylthiobenzoate, O-sec.-alkyl-S-methylxanthate, N-(sec.-alkoxythiocarbonyl)-imidazole esters, and di-O-alkylthiocarbonates having at least one secondary O-alkyl group, useful intermediates of the claimed process.
