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Use of the “Zip” Reaction for the Synthesis of a 53‐Membered Polyaminolactam
Author(s) -
Kramer Urs,
Guggisberg Armin,
Hesse Manfred,
Schmid Hans
Publication year - 1978
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.197802001
Subject(s) - ring (chemistry) , chemistry , condensation reaction , stereochemistry , organic chemistry , catalysis
The general nature of the “zip” reaction has been demonstrated by the synthesis of the decaazalactam (1) with 53 ring members. The immediate precursor, a 13‐membered lactam bearing a [(CH 2 ) 3 NH] 9 (CH 2 ) 3 NH 2 group at the nitrogen was obtained by the fragment‐condensation method. Studies on model compounds show the ring expansion from 13 to 53 members to proceed stepwise as a “zip” reaction.
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