54548-00-4Relevant articles and documents
Efficient Total Synthesis of (±)-Isoguaiacin and (±)-Isogalbulin
Pilkington, Lisa I.,Song, Soo Min,Fedrizzi, Bruno,Barker, David
, p. 1449 - 1452 (2017)
1-Arylnaphthalene lignans such as (-)-isoguaiacin and (-)-isogalbulin have been reported to exhibit notable biological properties. While (-)-isoguaiacin has not been previously synthesized, syntheses of (-)-isogalbulin are generally long and produce a mixture of stereoisomers. We herein present the efficient total synthesis of (±)-isoguaiacin and (±)-isogalbulin in seven and eight steps with an overall yield of 46% and 36%, respectively. The reported approach harnesses a hydrogenolysis reaction in acidic conditions, to convert a furan into an arylnaphthalen structure.
A practical total synthesis of (+)-isogalbulin and (+)-galbulin
Li, Xiaoyu,Jiao, Xiaozhen,Liu, Xiaoyu,Tian, Chengsen,Dong, Liang,Yao, Yangyang,Xie, Ping
, p. 6324 - 6327 (2015/02/19)
A practical total synthesis of the natural products (+)-isogalbulin and (+)-galbulin has been achieved in 10 steps from readily available 3-(3,4-dimethoxyphenyl)propanoic acid. The total yields were 12.3% and 12.9%, respectively. The key steps involved Ev
Enantioselective total synthesis of (+)-galbulin via organocatalytic domino Michael-Michael-aldol condensation
Hong, Bor-Cherng,Hsu, Che-Sheng,Lee, Gene-Hsiang
supporting information; experimental part, p. 2385 - 2387 (2012/03/27)
A concise and practical enantioselective synthesis of (+)-galbulin has been achieved using organocatalytic domino Michael-Michael-aldol condensation and organocatalytic kinetic resolution as the key steps. The Royal Society of Chemistry 2012.
