Asymmetric synthesis of antimicrotubule biaryl hybrids of allocolchicine and steganacin

…, JM Liu, ME Tran Huu Dau, O Baudoin

Index: Joncour, Agnes; Decor, Anne; Liu, Jian-Miao; Tran Huu Dau, Marie-Elise; Baudoin, Olivier Chemistry - A European Journal, 2007 , vol. 13, # 19 p. 5450 - 5465

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Citation Number: 40

Abstract

Abstract The asymmetric synthesis of novel axially chiral biaryl compounds 5 a–f containing a seven-or eight-membered heterocyclic medium ring is described. These molecules can be considered to be structural hybrids of allocolchicine-and steganacin-type natural products. The synthesis featured an atropo–diastereoselective biaryl Suzuki coupling in which a benzylic stereocenter efficiently transferred its stereochemical information to the biaryl axis ...