1220045-07-7Relevant academic research and scientific papers
Total synthesis of kendomycin featuring intramolecular doetz benzannulation
Tanaka, Kyosuke,Watanabe, Masahito,Ishibashi, Kodai,Matsuyama, Hiroshi,Saikawa, Yoko,Nakata, Masaya
supporting information; experimental part, p. 1700 - 1703 (2010/09/11)
One-step formation of the ansa-skeleton realized the synthesis of kendomycin, an ansa-type quinone methide. The Fischer carbene complex derived from the ansa-chain portion was subjected to the intramolecular Doetz benzannulation to afford the desired oxametacyclophane with exclusive regioselectivity. Subsequent Claisen rearrangement, ortho oxidation of the resulting phenol derivative, and mild transformation from p-quinone to p-quinone methide on a silica gel plate furnished kendomycin.
