Li Xin, Kyne Robert E, Ovaska Timo V
Department of Chemistry, Connecticut College, 270 Mohegan Avenue, New London, CT 06320, USA.
Org Lett. 2006 Oct 26;8(22):5153-6. doi: 10.1021/ol0620848.
A straightforward approach toward the total synthesis of frondosin C is described. This strategy involves a key one-pot, microwave-assisted 5-exo cyclization-Claisen rearrangement sequence that was used for the expedient assembly of the frondosic C scaffold. Subsequent manipulation of the tetracyclic core allowed the synthesis of an advanced intermediate bearing the characteristic diene moiety in the B ring. [reaction: see text]
本文描述了一种用于全合成蕨藻素C的直接方法。该策略涉及一个关键的一锅法、微波辅助的5-外向环化-克莱森重排序列,该序列用于快速构建蕨藻素C支架。随后对四环核心的操作使得能够合成在B环中带有特征性二烯部分的高级中间体。[反应:见正文]