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Asymmetric Synthesis of Novel Ferrocenyl Ligands with Planar and Central Chirality
Author(s) -
Enders Dieter,
Peters René,
Lochtman René,
Raabe Gerhard
Publication year - 1999
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/(sici)1521-3773(19990816)38:16<2421::aid-anie2421>3.0.co;2-r
Subject(s) - chirality (physics) , planar chirality , enantioselective synthesis , chemistry , planar , stereochemistry , nanotechnology , materials science , combinatorial chemistry , physics , computer science , catalysis , biochemistry , nuclear physics , chiral symmetry , nambu–jona lasinio model , quark , computer graphics (images)
A stereogenic center at the position β to the metallocene backbone is present in ferrocenyl ligands 2 , which are interesting for asymmetric catalysis. These planar‐chiral compounds are accessible for the first time by a highly diastereoselective and enantioselective synthesis ( de =93–97 %; ee ≥96 %) from the ferrocenyl ketones 1 . A variety of donor groups (E 1 =Ph 2 P⋅BH 3 , SMe, S i Pr; E 2 =SMe, STol, SePh, Ph 2 P⋅BH 3 , i Pr 2 P⋅BH 3 ) can be introduced as electrophiles. Tol=tolyl=CH 3 C 6 H 4 .