Department of Chemistry, Imperial College London, South Kensington Campus, London, UK SW7 2AZ.
Org Biomol Chem. 2011 Oct 21;9(20):7057-61. doi: 10.1039/c1ob05972f. Epub 2011 Aug 30.
Equilibrating mixtures of allylic azide-containing allylic alcohols or allylic 2-tolylsulfonylacetic esters undergo Johnson-Claisen or Ireland-Claisen rearrangement reactions to give unsaturated γ-azidoesters and -acids, respectively. Decarboxylation of the acids under basic conditions gives azidosulfones, with moderate to high diastereoselectivity.
烯丙基叠氮化物含有的烯丙基醇或烯丙基 2-甲苯磺酰基乙酸酯的平衡混合物分别经历 Johnson-Claisen 或 Ireland-Claisen 重排反应，分别得到不饱和的γ-叠氮酯和酸。在碱性条件下，酸脱羧生成叠氮砜，具有中等至高的非对映选择性。
