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- Title
Catalytic Asymmetric Hydrogenation of α-Arylcyclohexanones and Total Synthesis of (−)-α-Lycorane.
- Authors
Li, Gang; Xie, Jian ‐ Hua; Hou, Jing; Zhu, Shou ‐ Fei; Zhou, Qi ‐ Lin
- Abstract
An efficient catalytic asymmetric hydrogenation of racemic α-arylcyclohexanones with an ethylene ketal group at the 5-position of the cyclohexane ring via dynamic kinetic resolution has been developed, giving chiral α-arylcyclohexanols with two contiguous stereocenters with up to 99% ee and >99:1 cis/ trans-selectivity. Using this highly efficient asymmetric hydrogenation reaction as a key step, (−)-α-lycorane was synthesized in 19.6% overall yield over 13 steps from commercially available starting material.
- Publication
Advanced Synthesis & Catalysis, 2013, Vol 355, Issue 8, p1597
- ISSN
1615-4150
- Publication type
Article
- DOI
10.1002/adsc.201300165