55757-14-7Relevant articles and documents
Total synthesis of lithospermic acid using Fe-catalyzed Cross-Dehydrogenative-Coupling reaction and Pd-catalyzed ester-directed C–H olefination
Zheng, Yong,Song, Weibin,Zhu, Yefu,Wei, Bole,Xuan, Lijiang
, p. 5950 - 5954 (2018/09/06)
The total synthesis of lithospermic acid has been accomplished employing two C–H activation reactions as key steps. Fe-catalyzed Cross-Dehydrogenative-Coupling reaction was used for the rapid construction of benzofuran framework. Pd-catalyzed ester-direct
A concise route to dihydrobenzo[b]furans: Formal total synthesis of (+)-lithospermic acid
Fischer, Joshua,Savage, G. Paul,Coster, Mark J.
, p. 3376 - 3379 (2011/09/12)
A sequence of Sonogashira coupling, Pd(II)-catalyzed carbonylative annulation, and benzofuran reduction (Mg, MeOH, NH4Cl) provides a convergent and modular synthetic route to trans-2-aryl-2,3-dihydrobenzo[b]furan- 3-carboxylates, which are a structural feature of numerous biologically active natural products. This versatile strategy was applied to the formal total synthesis of the anti-HIV natural product (+)-lithospermic acid.
Total synthesis of (+)-lithospermic acid by asymmetric intramolecular alkylation via catalytic C-H bond activation
O'Malley, Steven J.,Tan, Kian L.,Watzke, Anja,Bergman, Robert G.,Ellman, Jonathan A.
, p. 13496 - 13497 (2007/10/03)
The total synthesis of (+)-lithospermic acid is described. The efficient synthesis features an asymmetric alkylation via C-H bond activation to assemble the dihydrobenzofuran core of the natural product. This was accomplished via a chiral imine-directed C