Synthesis of substituted 14‐crown‐4 compounds

Bronislaw P. Czech*, Wolodymyr Zazulak, Anand Kumar, Uriel Olsher, Hadar Feinberg, Shmuel Cohen, Gil Shoham, N. Kent Dalley, Richard A. Bartsch

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

2 Scopus citations

Abstract

Seventeen new substituted 14‐crown‐4 derivatives 3‐10, 35‐40, 42, 45 and 46 are described. A series of nine compounds 2‐10 with two, three or four substituents in the 6‐ and/or 13‐positions was synthesized in good yields from the appropriate diols and ditosylates using improved cyclization conditions. The solid state structures of 6,6,13,13‐tetra(benzyloxymethyl)‐14‐crown‐4 (8) and lithium thiocyanate complexes of trans‐ and cis‐6,13‐bis(spiro‐2,2‐dichlorocyclopropyl)‐14‐crown‐4 (45) and (46), respectively, have been determined.

Original languageAmerican English
Pages (from-to)1389-1400
Number of pages12
JournalJournal of Heterocyclic Chemistry
Volume29
Issue number6
DOIs
StatePublished - 1992

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