The first samarium(II)-mediated stereoselective spirocyclization onto an aromatic ring.
The first samarium(II)-mediated spirocyclisation onto an aromatic ring was achieved by the reaction of methyl 4-(4-oxoalkyl)benzoates with SmI2 in the presence of i-PrOH and HMPA, yielding methyl 1-alkyl-1-hydroxyspiro-[4.5]dec-6-ene-8-carboxylates in moderate to high yields.
Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamadaoka, Suita, Osaka 565-0871, Japan.
Hiroaki
H
Ohno
Shin-ichiro
S
Maeda
Mitsuaki
M
Okumura
Ryutaro
R
Wakayama
Tetsuaki
T
Tanaka