Department of Chemistry, University of Bath, Bath, BA2 7AY, United Kingdom.
Org Lett. 2012 Feb 3;14(3):756-9. doi: 10.1021/ol203300k. Epub 2012 Jan 12.
The Ireland-Claisen [3,3]-sigmatropic rearrangement has been used to access biologically important β,β'-dihydroxy α-amino acids. The rearrangement reported is highly stereoselective and offers excellent levels of remote stereocontrol. This strategy has been used to synthesize the natural immunosuppressant mycestericin G and ent-mycestericin G, allowing for a revision of absolute configuration of this natural product.
爱尔兰-克莱森[3,3]-σ重排已被用于构建具有重要生物学意义的β,β'-二羟基α-氨基酸。报道的重排具有高度的立体选择性，并提供了优异的远程立体控制水平。该策略已用于合成天然免疫抑制剂 mycestericin G 和 ent-mycestericin G，从而对该天然产物的绝对构型进行了修正。
