Synthesis p. 1159 - 1166 (1990)
Update date:2022-07-29
Topics:
Folkmann
Lund
The synthesis of a number of stable acyloxymethyl carbonochloridates 7 has been accomplished in four steps from chloromethyl carbonochloridate 3. Each step has been optimized with propanoyl-oxymethyl carbonochloridate 7c as a model compound (64% overall yield). Diethyl ether-boron trifluoride catalyzes the conversion of carbonothioate 6cc to the carbonochloridate 7c by chlorination with sulfuryl chloride. Acylation of a few compounds containing hydroxy or amino groups by 7c is described.
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Doi:10.1021/acs.orglett.0c03987
(2021)Doi:10.1016/S0040-4039(01)00693-1
(2001)Doi:10.1016/S0040-4020(01)91784-3
(1971)Doi:10.1016/S0040-4039(01)00698-0
(2001)Doi:10.1021/jo00383a005
(1987)Doi:10.1007/BF00945517
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