1401229-74-0Relevant articles and documents
First total synthesis of epicoccarine A via O- to C-acyl rearrangement strategy
Ujihara, Yasuaki,Nakayama, Ken,Sengoku, Tetsuya,Takahashi, Masaki,Yoda, Hidemi
, p. 5142 - 5145,4 (2012/12/12)
The first total synthesis of antibacterial epicoccarine A isolated from a fungus Epicoccum sp. has been accomplished in 10 steps along with synthetic elaboration of its C5-epimer, highlighting the utility of O- to C-acyl rearrangement of a 4-O-acyltetramic acid derivative. Comparison of spectroscopic properties and specific optical rotations of the synthetic samples with those reported for authentic material has clearly indicated the unspecified absolute stereochemistry of this natural product to be 5S.