Formal Synthesis of (±)-Aplykurodinone‑1
through a Hetero-Pauson–Khand Cycloaddition Approach
Cheng Tao
Jing Zhang
Xiaoming Chen
Huifei Wang
Yun Li
Bin Cheng
Hongbin Zhai
10.1021/acs.orglett.7b00068.s002
https://acs.figshare.com/articles/dataset/Formal_Synthesis_of_-Aplykurodinone_1_through_a_Hetero-Pauson_Khand_Cycloaddition_Approach/4669057
The
tricyclic intermediate <b>2</b> has been synthesized
in eight steps from known compound <b>6</b> in 20% overall yield.
As such, this constitutes a highly efficient formal synthesis of (±)-aplykurodinone-1.
This synthesis features a unique, one-pot, intramolecular hetero-Pauson-Khand
reaction (<i>h</i>-PKR)/desilylation sequence to expeditiously
construct the tricyclic framework, providing valuable insights for
expanding the scope and boundaries of <i>h</i>-PKR.
2017-02-20 20:50:12
intramolecular hetero-Pauson-Khand reaction
sequence
compound 6
tricyclic framework
Approach
PKR
Formal Synthesis
Aplykurodinone
scope
insight
synthesis features
-1.
one-pot
Hetero-Pauson
aplykurodinone
Cycloaddition