Acid- and Pd(0)-catalyzed ring opening of 1-(1-cycloalkenyl)cyclopropyl sulfonates.
We report herein facile acid-catalyzed isomerization of 1-(1'-cycloalkenyl)cyclopropyl sulfonates under mild conditions. The remarkable ease of ring opening is attributed to the presence of a 1'-alkyl substituent. Also included is a palladium-catalyzed ring opening reaction of 1-(1'-cycloalkenyl)cyclopropyl tosylates for convenient preparation of substituted 1,3-dienylamines, which complements previously reported nucleophilic substitution reactions of (1-vinyl)cyclopropyl tosylates.
Quan
Long Guo
LG
Department of Chemistry, Yanbian University, Yanji, 133002, Jilin, China.
Lee
Hyung Goo
HG
Cha
Jin Kun
JK
D000143:Acids / Q000737:chemistry*; D002384:Catalysis; D003521:Cyclopropanes / Q000737:chemistry*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013451:Sulfonic Acids / Q000737:chemistry*
D000143:Acids; D003521:Cyclopropanes; D013451:Sulfonic Acids; D010165:Palladium