343985-58-0Relevant academic research and scientific papers
Ring Expansion of 1-Indanones to 2-Halo-1-naphthols as an Entry Point to Gilvocarcin Natural Products
Zamarija, Ivica,Marsh, Benjamin J.,Magauer, Thomas
supporting information, p. 9221 - 9226 (2021/11/30)
Herein, we describe a two-step ring expansion of 1-indanones to afford 2-chloro/bromo-1-naphthols (32 examples). The developed method shows broad functional group tolerance, benefits from mild reaction conditions, and enables rapid access to the tetracyclic core of gilvocarcin natural products. The orthogonally functionalized products allow for selective postmodifications as exemplified in the total synthesis of defucogilvocarcin M. For the selective oxidation of the chromene, a mild and regioselective oxidation protocol (DDQ and TBHP) was developed.
Synthetic studies on kinamycin antibiotics: Elaboration of a highly oxygenated D ring
Kumamoto,Tabe,Yamaguchi,Yagishita,Iwasa,Ishikawa
, p. 2717 - 2728 (2007/10/03)
The synthesis of the model compound of kinamycin antibiotics, which possesses correct relative configurations at C1-C4 on the D ring, is reported in detail. The key steps involved a Diels-Alder reaction of indenone (12) and a Danishefsky-type diene (13), and stereoselective construction of a tetraoxygenated D ring.
