Synthesis, Separation, and Theoretical Studies of Chiral Biphenyl Lignans (α??and β??DDB)

J Chang, R Chen, R Guo, C Dong…

文献索引：Chang, Junbiao; Chen, Rongfeng; Guo, Ruiyun; Dong, Chunhong; Zhao, Kang Helvetica Chimica Acta, 2003 , vol. 86, # 6 p. 2239 - 2246

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被引用次数: 30

摘要

Abstract Two biphenyl lignans, α-and β-DDB (1 and 2, respectively) were efficiently synthesized without contamination by other regio-isomers. The different yields of the Ullmann coupling reactions for the synthesis of 1 and 2 were rationalized by calculating steric hindrance, stability, entropy change, and heat-of-formation values. The enantiomers of 1 and 2 were readily separated by HPLC on a chiral stationary phase. Their configurations ...