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Kinetic Resolution of Planar‐Chiral 1,2‐Disubstituted Ferrocenes by Molybdenum‐Catalyzed Asymmetric Intraannular Ring‐Closing Metathesis
Author(s) -
Ogasawara Masamichi,
Arae Sachie,
Watanabe Susumu,
Nakajima Kiyohiko,
Takahashi Tamotsu
Publication year - 2013
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201300116
Subject(s) - ring closing metathesis , planar chirality , metathesis , kinetic resolution , allylic rearrangement , molybdenum , catalysis , planar , stereochemistry , closing (real estate) , chemistry , combinatorial chemistry , chirality (physics) , computer science , enantioselective synthesis , physics , organic chemistry , particle physics , chiral symmetry , polymerization , quark , political science , computer graphics (images) , nambu–jona lasinio model , polymer , law
Planar chirality : Ring‐closing metathesis of 1,2‐diallylmetallocenes afforded the corresponding 4,7‐dihydroindenyl species in high yields. The metallocenes are planar chiral with two different allylic substituents, and kinetic resolution of the racemic 1,2‐diallylmetallocene derivatives was realized by molybdenum‐catalyzed asymmetric ring‐closing metathesis with excellent enantioselectivity (see scheme).