TY - JOUR
T1 - The synthesis of a chiral hexaphenyl-18-crown-6 derivative
AU - Crosby, J.
AU - Stoddart, J. F.
AU - Sun, X.
AU - Venner, M. R W
PY - 1993
Y1 - 1993
N2 - The stereospecific synthesis of (2R,3R,8R,9R,14R,15R)-2,3,8,9,14,15-hexaphenyl-1,4,7,10,13,16- hexaoxacyclooctadedecane [(R,R,R,R,R,R)-12] from (R,R)-hydrobenzoin [(R,R)-1] is reported. The ability of (R,R,R,R,R,R)-12 to act as a chiral solid-liquid phase-transfer catalyst in a asymmetric Michael addition is compared with the efficiencies of other chiral di- and tetra-substituted 18-crown-6 derivatives, both with respect to product conversions and chirality transfers from catalysts to products.
AB - The stereospecific synthesis of (2R,3R,8R,9R,14R,15R)-2,3,8,9,14,15-hexaphenyl-1,4,7,10,13,16- hexaoxacyclooctadedecane [(R,R,R,R,R,R)-12] from (R,R)-hydrobenzoin [(R,R)-1] is reported. The ability of (R,R,R,R,R,R)-12 to act as a chiral solid-liquid phase-transfer catalyst in a asymmetric Michael addition is compared with the efficiencies of other chiral di- and tetra-substituted 18-crown-6 derivatives, both with respect to product conversions and chirality transfers from catalysts to products.
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U2 - 10.1055/s-1993-25818
DO - 10.1055/s-1993-25818
M3 - Article
AN - SCOPUS:0027446179
SN - 0039-7881
SP - 141
EP - 145
JO - Synthesis
JF - Synthesis
IS - 1
ER -