Tetrahedron Letters

Enantioselective total synthesis of anti HIV-1 active (+)-calanolide A through a quinine-catalyzed asymmetric intramolecular oxo-Michael addition

T Tanaka, T Kumamoto, T Ishikawa

文献索引：Tanaka, Tomohiro; Kumamoto, Takuya; Ishikawa, Tsutomu Tetrahedron Letters, 2000 , vol. 41, # 52 p. 10229 - 10232

被引用次数: 42

摘要

(+)-Calanolide A (1), isolated as a strong anti HIV-1 active coumarin from Calophyllum lanigerum var. austrocoriaceum (Guttiferae), 1 is presently being examined as a possible candidate for an AIDS drug at the clinical level in USA. 2 The (10R,11S,12S) stereochemistry of the 2,3-dimethyl-4-chromanol skeleton (the ring D) in 1 is suggested to be the most responsible function for anti HIV-1 activity. 1. and 3. We have approached the enantioselective construction of ...

~41%

Chemical resolution of (±)-calanolide A,(±)-cordatolide A an...

[Ma, Tao; Gao, Qi; Chen, Zhiwei; Wang, Lin; Liu, Gang Bioorganic and Medicinal Chemistry Letters, 2008 , vol. 18, # 3 p. 1079 - 1083]

Synthesis, chromatographic resolution, and anti-human immuno...

[Flavin, Michael T.; Rizzo, John D.; Khilevich, Albert; Kucherenko, Alla; Sheinkman, Abram K.; Vilaychack, Vilayphone; Lin, Lin; Chen, Wei; Greenwood, Eugenia Mata; Pengsuparp, Thitima; Pezzuto, John M.; Hughes, Stephen H.; Flavin, Thomas M.; Cibulski, Michael; Boulanger, William A.; Shone, Robert L.; Xu, Ze-Qi Journal of Medicinal Chemistry, 1996 , vol. 39, # 6 p. 1303 - 1313]