Doyle−Kirmse Reaction of Allylic
Sulfides with Diazoalkane-Free
(2-Furyl)carbenoid Transfer
Yumiko Kato
Koji Miki
Fumiaki Nishino
Kouichi Ohe
Sakae Uemura
10.1021/ol034731q.s001
https://acs.figshare.com/articles/journal_contribution/Doyle_Kirmse_Reaction_of_Allylic_Sulfides_with_Diazoalkane-Free_2-Furyl_carbenoid_Transfer/3747180
In the presence of rhodium catalyst, (2-furyl)carbenoids generated from conjugated ene-yne-carbonyl compounds <b>1</b> efficiently undergo carbene
transfer reactions with allylic sulfides followed by [2,3]sigmatropic rearrangement of sulfur ylides to give furan-containing sulfides in good
yields. When diallyl sulfide is employed, heteroatom-containing polycyclic compounds are obtained by sequential intramolecular Diels−Alder
cyclization reaction with a constructed furan ring as an enophile.
2003-06-24 00:00:00
allylic sulfides
furan ring
diallyl sulfide
Allylic Sulfides
carbene transfer reactions
rhodium catalyst
compound
sulfur ylides