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Stereochemistry of Substitution at the Cyclopropane Ring in 7‐Aminonorcaranes
Author(s) -
Vilsmaier Elmar,
Tröger Wolfgang,
Gewehr Michael
Publication year - 1981
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.198102731
Subject(s) - cyclopropane , substituent , ring (chemistry) , chemistry , substitution (logic) , stereochemistry , selectivity , organic chemistry , catalysis , philosophy , linguistics
The cation (2) with unopened three‐membered ring is involved as intermediate in substitution reactions of the deuterated dimorpholinonorcaranes (1) . In the reaction (1) → (2) , R 1 R 2 = (CH 2 ) 2 O(CH 2 ) 2 , the exo ‐substituent is cleaved off with ≥95% selectivity.
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