Asymmetric Synthesis of the Ring A Substructure of Genkwadane A

作者：Feng, Jing; Yin, Hongli; Man, Yi; Fu, Shaomin^*; Liu, Bo^*

来源：Chinese Journal of Chemistry, 2018, 36(9): 831-836.

DOI：10.1002/cjoc.201800199

• genkwadane A
• daphnane
• Mukaiyama aldol
• sulfoxidation
• Dieckmann-type condensation

A practical approach to the asymmetric synthesis of the ring A substructure of genkwadane A, a daphnane diterpenoid, was developed. This synthesis features the Mukaiyama aldol reaction to introduce the quaternary stereogenic center at C4 and VO(acac)(2)-catalyzed Jackson-Ellman-Bolm sulfoxidation to deliver the corresponding sulfoxide. The Dieckmann-type condensation was efficiently promoted by KHMDS and the ring A substructure was finally accomplished through Barton iodination condition.

• 出版日期2018-9
• 单位四川大学