TY - JOUR
T1 - Indium(III) chloride-catalyzed Mukaiyama-Michael addition
T2 - Synthesis of 2,6-anti-tetrahydropyrans
AU - Chua, Sin Siu
AU - Alni, Anita
AU - Jocelyn Chan, Li Ting
AU - Yamane, Motoki
AU - Loh, Teck Peng
PY - 2011/7/8
Y1 - 2011/7/8
N2 - In the presence of a catalytic amount of indium(III) chloride (InCl 3), silyl enol ethers react with dihydropyranones at ambient temperature via Mukaiyama-Michael addition to afford the corresponding 2,6-anti-tetrahydropyran adducts in moderate to good yields. This simple and mild method proceeds under neat conditions and involves simple aqueous work-up. Indium(III) chloride can be recovered and reused without significant decrease in reactivity.
AB - In the presence of a catalytic amount of indium(III) chloride (InCl 3), silyl enol ethers react with dihydropyranones at ambient temperature via Mukaiyama-Michael addition to afford the corresponding 2,6-anti-tetrahydropyran adducts in moderate to good yields. This simple and mild method proceeds under neat conditions and involves simple aqueous work-up. Indium(III) chloride can be recovered and reused without significant decrease in reactivity.
KW - 2,6-Anti-tetrahydropyran
KW - Indium(III) chloride
KW - Mukaiyama-Michael addition
KW - Neat conditions
UR - http://www.scopus.com/inward/record.url?scp=79958719344&partnerID=8YFLogxK
U2 - 10.1016/j.tet.2011.04.101
DO - 10.1016/j.tet.2011.04.101
M3 - 文章
AN - SCOPUS:79958719344
SN - 0040-4020
VL - 67
SP - 5079
EP - 5082
JO - Tetrahedron
JF - Tetrahedron
IS - 27-28
ER -