The synthesis of allenes by Cu(I)-catalyzed regio- and stereoselective reduction of propargylic carbonates with hydrosilanes.
Cu(I)-catalyzed anti-S(N)2'-type reduction of internal propargylic carbonates with hydrosilanes affords various di- and trisubstituted allenes with high regioselectivities; the reactions are compatible with functional groups and work efficiently for the synthesis of optically-active allenes.
Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo 060-0810, Japan.
Chongmin
C
Zhong
Yusuke
Y
Sasaki
Hajime
H
Ito
Masaya
M
Sawamura
D000466:Alkadienes / Q000138:chemical synthesis / Q000737:chemistry*; D002254:Carbonates / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D010084:Oxidation-Reduction; D012821:Silanes / Q000737:chemistry*; D013237:Stereoisomerism
D000466:Alkadienes; D002254:Carbonates; D012821:Silanes; C025947:propadiene; D003300:Copper