Copper-catalyzed complete regio- and stereoselective cyclization of 1-aryl-3-sulfanyl-4-oxahepta-1,6-diynes triggered by alkynylation.
Copper(I)-catalyzed alkynylation-cyclization of 4-oxahepta-1,6-diynes 1 with a wide variety of terminal alkynes proceeded to give (3E,4Z)-3-(phenylsulfanylmethylene)-4-(2-propynylidene)tetrahydrofuran-2-yl]benzenes 2aa-he in high yields with complete regio- and stereoselectivity.
Department of Chemistry, Faculty of Education, Gifu University, Yanagido 1-1, Japan. yoshimae@gifu-u.ac.jp
Mitsuhiro
M
Yoshimatsu
Hitomi
H
Sasaki
Yuko
Y
Sugimoto
Yuya
Y
Nagase
Genzoh
G
Tanabe
Osamu
O
Muraoka
D000478:Alkylation; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D008958:Models, Molecular; D015394:Molecular Structure; D013237:Stereoisomerism; D013457:Sulfur Compounds / Q000737:chemistry*
D013457:Sulfur Compounds; D003300:Copper