10.1021/ol050840o.s001
Conor S. Barry
Conor S.
Barry
Nick Bushby
Nick
Bushby
John R. Harding
John R.
Harding
Christine L. Willis
Christine L.
Willis
Stereoselective Synthesis of the
Tetrahydropyran Core of
Polycarvernoside A
American Chemical Society
2005
Tetrahydropyran Core
Polycarvernoside
Stereoselective Synthesis
cyclization
enol ether 18
stereocontrol
polycavernoside
stereoselective allyl transfer reaction
stereoselective synthesis
center
tetrasubstituted tetrahydropyran core
benzyloxypropanal
2005-06-23 00:00:00
Journal contribution
https://acs.figshare.com/articles/journal_contribution/Stereoselective_Synthesis_of_the_Tetrahydropyran_Core_of_Polycarvernoside_A/3280978
A concise and stereoselective synthesis of the tetrasubstituted tetrahydropyran core of polycavernoside A was achieved in 55% overall yield
from 3-benzyloxypropanal. A stereoselective allyl transfer reaction was used in the synthesis of enol ether <b>18</b> followed by a TFA-mediated
cyclization to create the three new asymmetric centers in the tetrahydropyran with complete stereocontrol in a single-pot process.