TY - JOUR
T1 - Stable Sulfur Ylides
T2 - XII: Reaction of 3-Alkyl(aryl)thio-silyloxydienes Derived from Stable Sulfur Ylides with Aromatic Aldehydes: Synthesis and Structure of Thiolanium Ylides
AU - Igarashi, Jun etsu
AU - Watanabe, Noriyuki
AU - Kinoshita, Toshio
AU - Furukawa, Sunao
AU - Ogata, Koreharu
PY - 1990
Y1 - 1990
N2 - The Lewis acid-catalyzed cyclocondensation of methylthio (or phenylthio)-silyloxydienes (2), easily derived from stable sulfur ylides (1), with several aromatic aldehydes (3) was investigated. Namely, in the case of boron trifluoride normal reaction products, 2,3-dihydro-4-pyrones (4), were obtained in good yields. Novel reaction products, thiolanium ylides (6 and 7), were obtained in the presence of titanium(IV) chloride. The structures of 6g was established by X-ray crystallography.
AB - The Lewis acid-catalyzed cyclocondensation of methylthio (or phenylthio)-silyloxydienes (2), easily derived from stable sulfur ylides (1), with several aromatic aldehydes (3) was investigated. Namely, in the case of boron trifluoride normal reaction products, 2,3-dihydro-4-pyrones (4), were obtained in good yields. Novel reaction products, thiolanium ylides (6 and 7), were obtained in the presence of titanium(IV) chloride. The structures of 6g was established by X-ray crystallography.
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U2 - 10.1248/cpb.38.329
DO - 10.1248/cpb.38.329
M3 - Article
AN - SCOPUS:0025267206
SN - 0009-2363
VL - 38
SP - 329
EP - 335
JO - Chemical and Pharmaceutical Bulletin
JF - Chemical and Pharmaceutical Bulletin
IS - 2
ER -