Remote stereocontrol in [3,3]-sigmatropic rearrangements: application to the total synthesis of the immunosuppressant mycestericin G.
نویسندگان
چکیده
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.
منابع مشابه
Recent Advances in Asymmetric [3,3]-Sigmatropic Rearrangements
Synthesis 2003, No. 7, Print: 20 05 2003. Art Id.1437-210X,E;2003,0,07,0961,1008,ftx,en;E08002SS.pdf. © Georg Thieme Verlag Stuttgart · New York Abstract: The synthesis of new complex structures is still a challenge in preparative organic chemistry. Focusing on the generation of defined stereogenic centers, the [3,3]-sigmatropic rearrangements are known as reliable reactions. Always, a highly o...
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ورودعنوان ژورنال:
- Organic letters
دوره 14 3 شماره
صفحات -
تاریخ انتشار 2012