A Scalable Total Synthesis of the Antitumor Agents Et‐743 and Lurbinectedin. Issue 12 (14th February 2019)

• Record Type: Journal Article
• Authors: He, Weiming; Zhang, Zhigao; Ma, Dawei
• Is Part Of: Angewandte Chemie international edition. Volume 58:Issue 12(2019)
• Page Start: 3972
• Page End: 3975
• Publication Date: 2019-02-14
• Subjects: antitumor agents -- C−H bond activation -- cyclization -- marine natural products -- total synthesis; Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201900035
• Languages: English
• ISSNs: 1433-7851

Abstract

Abstract: An efficient and scalable approach is described for the total synthesis of the marine natural product Et‐743 and its derivative lubinectedin, which are valuable antitumor compounds. The method delivers 1.6 % overall yield in 26 total steps from Cbz‐protected ( S )‐tyrosine. It features the use of a common advanced intermediate to create the right and left parts of these compounds, and a light‐mediated remote C−H bond activation to assemble a benzo[1, 3]dioxole‐containing intermediate. Abstract : A game of two halves : An efficient and scalable approach is described for the total synthesis of the complex antitumor agents Et‐743 and lurbinectedin. The method delivers 1.6 % overall yield in 26 total steps from Cbz‐protected ( S )‐tyrosine. It features the use of a common advanced intermediate to create the right and left parts of these compounds, and a light‐mediated remote C−H bond activation to assemble a benzo[1, 3]dioxole‐containing intermediate.