TY - JOUR
T1 - Synthesis of substituted 14‐crown‐4 compounds
AU - Czech, Bronislaw P.
AU - Zazulak, Wolodymyr
AU - Kumar, Anand
AU - Olsher, Uriel
AU - Feinberg, Hadar
AU - Cohen, Shmuel
AU - Shoham, Gil
AU - Dalley, N. Kent
AU - Bartsch, Richard A.
PY - 1992
Y1 - 1992
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=84986513611&partnerID=8YFLogxK
U2 - 10.1002/jhet.5570290604
DO - 10.1002/jhet.5570290604
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AN - SCOPUS:84986513611
SN - 0022-152X
VL - 29
SP - 1389
EP - 1400
JO - Journal of Heterocyclic Chemistry
JF - Journal of Heterocyclic Chemistry
IS - 6
ER -