An Efficient Synthesis of (+/-)-Trichostatic Acid and Analogues: A New Route to (+/-)-Trichostatin A

作者:Chatterjee Anamitra; Richer Joshua; Hulett Tyler; Iska Vijaya Bhaskara Reddy; Wiest Olaf; Helquist Paul*
来源:Organic Letters, 2010, 12(4): 832-834.
DOI:10.1021/ol9029116

摘要

An efficient synthesis of rac-trichostatic acid (1) and its analogues Is reported starting from a commercially available aldehyde. Further manipulations of rac-1 led to rac-trichostatin A (TSA). Construction of the desired molecular architecture entails a two-component union, achieved through an in situ hydroboration followed by a Suzuki-Miyaura coupling with 2. The requisite homopropargyl alcohol was synthesized by exploiting allenylindium chemistry. This new protocol paved the way for the synthesis of analogues of trichostatic acid and hence TSA.

  • 出版日期2010-2-19