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

Full Text: HTML

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 ...

~91%

~80%

~57%

~95%

DMF as Carbon Source: Rh-Catalyzed α-Methylation of Ketones

[Li, Yang; Xue, Dong; Lu, Wei; Wang, Chao; Liu, Zhao-Tie; Xiao, Jianliang Organic Letters, 2014 , vol. 16, # 1 p. 66 - 69]

Microwave-and ultrasound-assisted semisynthesis of natural m...

[Joshi, Bhupendra P.; Sharma, Anuj; Sinha, Arun K. Canadian Journal of Chemistry, 2005 , vol. 83, # 10 p. 1826 - 1832]

Synthesis and antiinflammatory activity of acylated benzoxa-...

[Daukshas, V. K.; Gaidyalis, P. G.; Pyatrauskas, O. Yu.; Udrenaite, E. B.; Gasperavichene, G. A.; Raguotene, N. V. Pharmaceutical Chemistry Journal, 1987 , vol. 21, # 5 p. 341 - 345 Khimiko-Farmatsevticheskii Zhurnal, 1987 , vol. 21, # 5 p. 569 - 573]

Production of piperonal, vanillin, and p-anisaldehyde via so...

[Alvarez, Heiddy Marquez; Barbosa, Dayse P.; Fricks, Alini Tinoco; Aranda, Donato A. G.; Valdes, Ricardo H.; Antunes Organic Process Research and Development, 2006 , vol. 10, # 5 p. 941 - 943]

A palladium catalyzed conversion of halohydrins to ketones

[Tsuji, Jiro; Nagashima, Hideo; Sato, Koji Tetrahedron Letters, 1982 , vol. 23, # 30 p. 3085 - 3088]