Asymmetric synthesis of functionalized tetrahydrofluorenones via an NHC-catalyzed homoenolate Michael addition

作者:Shu Tao; Li Sun; Chen Xiang Yu; Liu Qiang; von Essen Carolina; Rissanen Kari; Enders Dieter*
来源:Chemical communications, 2018, 54(55): 7661-7664.
DOI:10.1039/c8cc04145h

摘要

The first example of an N-heterocyclic carbene-catalyzed asymmetric desymmetrization of enal-tethered cyclohexadienones via an intramolecular homoenolate Michael addition/esterification reaction is described. This new protocol offers a direct entry to various functionalized tetrahydrofluorenones with three contiguous stereocenters in high yields, good diastereoselectivities and excellent enantioselectivities.

  • 出版日期2018-7-14