A flexible synthesis of C33-C39 polyketide region of apratoxin: Synthesis of natural and unnatural analogues

作者：Gilles Arnaud^*; Martinez Jean; Cavelier Florine

来源：Comptes Rendus Chimie, 2011, 14(5): 437-440.

DOI：10.1016/j.crci.2010.09.002

• Natural products
• Polyketides
• Total synthesis
• Asymmetric synthesis
• Antitumor agents

A flexible synthesis sequence toward the synthesis of the polyketide region of apratoxin has been developed. The common step of the synthesis is a crotylation reaction. Stereospecific aldolisation, sulfate ring opening or Jacobsen HKR is also highlighted. This synthetic scheme led to the synthesis of several analogues. These examples raise the possibility of synthesising numerous analogues of this portion of apratoxins. Then, together with our supported strategy to synthesise the oxazoline analogue of apratoxin A, this paper opens the possibility to provide easily oxoapratoxin analogues for future SAR studies of this potent antitumoral compound.

• 出版日期2011-5