
Organometallics p. 1687 - 1689 (1985)
Update date:2022-08-17
Topics:
Sadhu, Kizhakethil Mathew
Matteson, Donald S.
(Chloromethyl)lithium is efficiently generated and captured at -78°C by adding n -butyllithium to a mixture of iodochloromethane and a boronic ester in tetrahydrofuran, resulting in conversion of boronic esters, RB(OR′)2, to their homologues, RCH2B(OR′)2, with retention of the configuration of the R group. With triisopropyl borate in place of the boronic ester, a high yield of diisopropyl (chloromethyl)boronate is obtained.
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