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. 2014 Nov 7;16(21):5632-5.
doi: 10.1021/ol5026958. Epub 2014 Oct 16.

Flow update for the carbonylation of 1-silyl-substituted organolithiums under CO pressure

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Flow update for the carbonylation of 1-silyl-substituted organolithiums under CO pressure

Takahide Fukuyama et al. Org Lett. .

Abstract

The generation of, and subsequent reactions with, 1-silyl-substituted organolithiums with CO was carried out using serially connected flow microreactors. The flow system proved to be quite useful for the carbonylation of silyl-substituted organolithiums under slightly pressurized conditions of CO, which was created conveniently by the use of a back-pressure regulator. This flow system, coupled with heating, accelerated the carbonylation reaction of 1-silyl-substituted organolithiums and allowed the stable silyl-substituted alkyllithium, 1,3-disilylallyllithium, which was not effective in a batch-flask reaction under a CO atmosphere, to participate in an efficient carbonylation reaction.

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