FULL PAPERS
Catalytic One-Pot Oxetane to Carbamate Conversions
References
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[32] Conditions used in this approach: 2.5 mol% [Alt-Bu],
5.0 mol% TBAB, 758C, 10 bar.
[33] Please note that CO2 and alkylamines may give rise to
carbamate nucleophiles themselves. However, when we
carried out the synthesis of compound 7 (Figure 1)
based on the simplest oxetane in the absence of TBAI,
we found only the amino alcohol product (7% yield by
NMR; mesitylene as internal standard) with traces of
the carbamate product 7. Note that carbamate forma-
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3,3’-dimethyloxirane (Table 1, entries 2 and 3) does not
lead to any product formation. This clearly demon-
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ring-opening under the reaction conditions used.
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Adv. Synth. Catal. 2016, 358, 1602 – 1607
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