期刊
ADVANCED SYNTHESIS & CATALYSIS
卷 354, 期 2-3, 页码 408-414出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201100748
关键词
[3+2]?cyclization; enantioselective organocatalysis; phosphines; spiro compounds; sulfoxides
The synthesis of highly functionalized heterocyclic spiranes has been carried out by [3+2] cyclizations between allenoates and enones, under phosphine catalysis. Excellent enantioselectivity levels (ees up to 99%) have been attained in FerroPHANE-promoted cyclizations of this class, leading to chiral sulfides with unprecedented spiranic structures. The corresponding sulfoxides have been obtained then via a subsequent, highly diastereoselective oxidation of the prostereogenic sulfur centre.
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