Total Synthesis of Marinomycin A Based on a Direct Dimerization Strategy
Total Synthesis of Marinomycin A Based on a Direct Dimerization Strategy
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基于直接二聚策略的马林霉素A全合成
DOI：
10.1002/anie.201404408
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发表时间：
2014
期刊：
影响因子：
--
通讯作者：
Susumi Hatakeyama
中科院分区：
文献类型：
--
作者：
Tatsuya Nishimaru;Masashi Kondo;Kimito Takeshita;Keisuke Takahashi;Jun Ishihara;Susumi Hatakeyama
报道了从海洋放线菌CNQ-140中分离得到的44元大环二萜类抗肿瘤抗生素（+）-marinomycin A的不对称全合成。该合成的关键特征包括从σ-对称二烯基甲醇的不对称环氧化开始的单体羟基水杨酸酯的高度收敛的立体控制结构，以及通过NaHMDS促进的双酯交换的前所未有的直接二聚。
The asymmetric total synthesis of (+)‐marinomycin A, a 44‐membered macrodiolide antitumor agent and antibiotic isolated from a marine actinomycete, Marinispora strain CNQ‐140, is reported. The key features of the synthesis include the highly convergent stereocontrolled construction of the monomeric hydroxy salicylate starting from asymmetric epoxidation of the σ‐symmetrical dialkenyl carbinol, and an unprecedented direct dimerization through NaHMDS‐promoted double transesterification.