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The Pagodane Route to Dodecahedranes: 4,9,14,19‐Tetrasubstituted [1.1.1.1]Pagodanes by Intramolecular Functionalization
Author(s) -
Pinkos Rolf,
Prinzbach Horst,
Rihs Grety
Publication year - 1989
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.198903031
Subject(s) - intramolecular force , surface modification , chemistry , stereochemistry , combinatorial chemistry
The highly efficient double intramolecular Barton functionalization of the syn, syn ‐diamide 1 , accessible in gram amounts, to 2 is a decisive step of the dodecahedrane synthesis at Freiburg University. Directed epimerizations, which are probably important for the subsequent CC couplings, are partly possible by exploiting neighboring group effects.
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