Determination of the Absolute Configuration of Two Pairs of C-8 − C-9′ Linked Neolignan Enantiomers.

Bao, Jing ‐ Mei; Cheng, Zhong ‐ Bin; Zhang, Jun ‐ Sheng; Zhu, Jian ‐ Yong; Tang, Gui ‐ Hua; Gan, Li ‐ She; Yin, Sheng

ABSTRACT Two pairs of new neolignan enantiomers, (±)-torreyayunan A ( 1a/ 1b) and (±)-torreyayunan B ( 2a/ 2b), featuring a rare C-8 − C-9′ linked skeleton, were isolated from leaves and twigs of Torreya yunnanensis. Their absolute configuration involving two chiral centers was determined by combined spectral and Density Functional Theory (DFT) calculation. This is the first report of the absolute configuration of this group of neolignans. Chirality 26:825-828, 2014. © 2014 Wiley Periodicals, Inc.

SEPARATION of enantiomers; DENSITY functional theory; NEOLIGNANS; CHIRAL centers; CHIRALITY

Chirality, 2014, Vol 26, Issue 12, p825

0899-0042

Academic Journal

10.1002/chir.22395