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

被引：13

作者：

Chatterjee, Anamitra ^{[1
]}

Richer, Joshua ^{[1
]}

Hulett, Tyler ^{[1
]}

Iska, Vijaya Bhaskara Reddy ^{[1
]}

Wiest, Olaf ^{[1
]}

Helquist, Paul ^{[1
]}

机构：

[1] Univ Notre Dame, Dept Chem & Biochem, Notre Dame, IN 46556 USA

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 04期

关键词：

HISTONE DEACETYLASE INHIBITORS; TRICHOSTATIN-A; DIFFERENTIATION INDUCER; AGENTS; CELLS; HYDROXAMATE; REAGENTS; PROMISE; CANCER;

D O I：

10.1021/ol9029116

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

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.

引用

页码：832 / 834

页数：3

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