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Regio‐ and Stereoselective Tether‐Directed Remote Functionalization of C 60 with Derivatives of the Tröger Base
Author(s) -
Sergeyev Sergey,
Diederich François
Publication year - 2004
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/anie.200453743
Subject(s) - stereoselectivity , adduct , enantiomer , surface modification , base (topology) , stereochemistry , chemistry , molecule , regioselectivity , organic chemistry , catalysis , mathematics , mathematical analysis
Bringing two fascinating molecules together : Bismalonate derivatives of the Tröger base were used in the high‐yielding regio‐ and diastereoselective preparation of bisadducts of C 60 with trans ‐1, trans ‐2, and trans ‐4 addition patterns (e.g. see structure). Moreover, both enantiomers of the inherently chiral trans ‐2 adduct were prepared from enantiomerically pure tethers.