Beilstein J. Org. Chem.2008,4, No. 53, doi:10.3762/bjoc.4.53
of bases, phosphineligands and application of higher temperatures up to 120 °C). The selectivity between aryl aldehyde and aryl ketone might offer a distinct advantage when both the functional groups are present. Accordingly, we applied the protocol to a mixture of an aryl aldehyde and aryl ketone
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Graphical Abstract
Scheme 1:
RuCl3-catalyzed transfer hydrogenation of aryl aldehydes.
Beilstein J. Org. Chem.2007,3, No. 8, doi:10.1186/1860-5397-3-8
reasons for this difference in catalyst activity are unclear at present, we speculate that n-BuLi may be responsible for the formation of hitherto uncharacterised phosphineligands BunP(OiPr)3-n that promote the annelation over simple P(OiPr)3. Indeed, analogous alkoxide substitution reactions of
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Graphical Abstract
Scheme 1:
[3 + 3] Annelation approach to indolizidine skeleta.