Sweeney, Joseph B. and Sançon, Julien (2010) Probing the Effect of Allylic Substitution on Cyclic Ammonium Ylid Rearrangements. Synlett, 2010 (04). pp. 664-666. ISSN 0936-5214Metadata only available from this repository.
The [2,3]-sigmatropic rearrangement of tetrahydropyridine-derived ammonium ylids is a valuable method for the preparation of substituted pyrrolidine carboxylates. The presence of an allylic substituent does not intrinsically reduce the yield of rearrangements, and the diastereoselectivity of rearrangement is related to the structure of the diazo reactant. The method represents a very rapid means of accessing complex pyrrolidines, as shown by preparation of a precursor to the core of lactacystin.
|Subjects:||Q Science > QD Chemistry|
|Schools:||School of Applied Sciences|
|Depositing User:||Joseph Sweeney|
|Date Deposited:||18 Oct 2012 12:00|
|Last Modified:||18 Oct 2012 12:00|
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