Macdonald James M, Horsley Helen T, Ryan John H, Saubern Simon, Holmes Andrew B
CSIRO, Division of Molecular and Health Technologies, Bag 10, Clayton South, Victoria 3169, Australia.
Org Lett. 2008 Oct 2;10(19):4227-9. doi: 10.1021/ol801604z. Epub 2008 Sep 3.
Starting from commercially available ( S)-glycidol, and via a common intermediate, the total synthesis of (-)-histrionicotoxin 285A and (-)-perhydrohistrionicotoxin has been achieved. Key to this synthesis was the efficient construction of a six-membered, chiral, cyclic nitrone.
从市售的(S)-缩水甘油出发,并通过一个共同的中间体,实现了(-)-组胺毒素285A和(-)-全氢组胺毒素的全合成。该合成的关键在于高效构建一个六元手性环状硝酮。