SYNTHESIS OF A NEW KETONE AND ALCOHOL WITH C2 SYMMETRY - (S,S,S,S) TRICYCLO[6.3.0.0(3,7)]UNDECAN-2-ONE AND (S,S,S,S) TRICYCLO[6.3.0.0(3,7)]UNDECAN-2-OL
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作者:
MCINTOSH, JM
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机构:Department of Chemistry, University of Windsor, Windsor
MCINTOSH, JM
CASSIDY, KC
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机构:Department of Chemistry, University of Windsor, Windsor
CASSIDY, KC
机构:
[1] Department of Chemistry, University of Windsor, Windsor
Dissolving metal reduction of known enone 5 affords predominantly the racemic form of title ketone (3) whereas catalytic reduction gives the meso isomer 6. Neither ketone 3 nor alcohol 4 could be satisfactorily resolved. Asymmetric synthesis of (-)-3 and (+)-4 (ee = 91%) was effected from ketone (+)-13.