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Regio‐ and Diastereoselective Bisfunctionalization of C 60 and Enantioselective Synthesis of a C 60 Derivative with a Chiral Addition Pattern
Author(s) -
Nierengarten JeanFrançois,
Gramlich Volker,
Cardullo Francesca,
Diederich François
Publication year - 1996
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199621011
Subject(s) - enantioselective synthesis , chirality (physics) , malonate , selectivity , derivative (finance) , optically active , chemistry , stereochemistry , covalent bond , organic chemistry , catalysis , physics , chiral symmetry , quantum mechanics , financial economics , nambu–jona lasinio model , economics , quark
A versatile and simple method provides access to covalent bisadducts of C 60 with high regio‐ and diastereo‐selectivity. Starting from optically pure bis(malonate) derivatives and C 60 , a double Bingel reaction afforded optically active cis ‐3 bisadducts ( ee > 97%), whose chirality results exclusively from the addition pattern.