10.1021/ol0267174.s001
Robert K. Boeckman,
Robert K.
Boeckman,
Jing Zhang
Jing
Zhang
Michael R. Reeder
Michael R.
Reeder
Synthetic and Mechanistic Studies of
the Retro-Claisen Rearrangement 4. An
Application to the Total Synthesis of
(+)-Laurenyne
American Chemical Society
2002
Synthetic
Application
ether
cyclization
strategy
4.
sequential
synthesis
construction
Mechanistic Studies
Rearrangement
marine
Laurenyne
Total Synthesis
functionalized chiral vinyl cyclobutane
rearrangement
2002-09-27 00:00:00
Journal contribution
https://acs.figshare.com/articles/journal_contribution/Synthetic_and_Mechanistic_Studies_of_the_Retro-Claisen_Rearrangement_4_An_Application_to_the_Total_Synthesis_of_-Laurenyne/3744213
A novel asymmetric total synthesis of marine natural product (+)-Laurenyne has been achieved. The key elements of the strategy are the
sequential metal ion-templated S<sub>N</sub>2‘ cyclization affording a highly functionalized chiral vinyl cyclobutane and a retro-Claisen rearrangement for
the construction of an eight-membered ring ether.