TY - JOUR
T1 - Asymmetric [2 + 2] Cycloaddition Reaction Catalyzed by a Chiral Titanium Reagent
AU - Narasaka, Koichi
AU - Hayashi, Yujiro
AU - Shimadzu, Hideshi
AU - Niihata, Shigeo
PY - 1992/11/1
Y1 - 1992/11/1
N2 - In the presence of certain Lewis acids, alkenes containing an alkylthio group (for example, ketene dithioacetals, alkenyl sulfides, alkynyl sulfides, and allenyl sulfides) react with electron deficient olefins to give the corresponding cyclobutane, cyclobutene, or methylene cyclobutane derivatives. By employing a chiral titanium catalyst generated in situ from dichlorodiisopropoxytitanium and a tartrate-derived chiral diol, the [2 + 2] cycloaddition reaction proceeds with high enantioselectivity.
AB - In the presence of certain Lewis acids, alkenes containing an alkylthio group (for example, ketene dithioacetals, alkenyl sulfides, alkynyl sulfides, and allenyl sulfides) react with electron deficient olefins to give the corresponding cyclobutane, cyclobutene, or methylene cyclobutane derivatives. By employing a chiral titanium catalyst generated in situ from dichlorodiisopropoxytitanium and a tartrate-derived chiral diol, the [2 + 2] cycloaddition reaction proceeds with high enantioselectivity.
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U2 - 10.1021/ja00049a020
DO - 10.1021/ja00049a020
M3 - Article
AN - SCOPUS:0001368958
VL - 114
SP - 8869
EP - 8885
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
SN - 0002-7863
IS - 23
ER -