1.
Total synthesis of sphingofungin F by orthoamide-type overman rearrangement of an unsaturated ester.
Org Lett
; 17(7): 1704-7, 2015 Apr 03.
Artigo
em Inglês
| MEDLINE
| ID: mdl-25769012
RESUMO
The total synthesis of sphingofungin F through the Overman rearrangement of an unsaturated ester, which is known to be an unsuitable substrate under standard conditions due to the competitive aza-Michael reaction, is described. The developed conditions enabled the ester to be compatible with the original Overman rearrangement, providing quick access to α,α-disubstituted amino acids by minimizing extra protecting group manipulations and redox reactions.