Development of the Ireland-Claisen Rearrangement of Alkoxy- and Aryloxy-Substituted Allyl Glycinates

[摘要]：The Ireland-Claisen rearrangement of 3-alkoxy- and 3-aryloxy-substituted allyl glycinates is presented This [3,3]-sigmatropic rearrangement route offers direct access to syn beta-alkoxy and beta-aryloxy alpha-amino acid systems In particular, N,N-diboc glycine esters rearrange with excellent diastereo-selectivities (dr > 25 1) The synthesis of substrates, rearrangement optimization, and a discussion of stereoselection are presented

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