Synthesis of substituted 14‐crown‐4 compounds | Zendy

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

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Synthesis of substituted 14‐crown‐4 compounds

Author(s) -

Czech Bronislaw P.,

Zazulak Wolodymyr,

Kumar Anand,

Olsher Uriel,

Feinberg Hadar,

Cohen Shmuel,

Shoham Gil,

Dalley N. Kent,

Bartsch Richard A.

Publication year - 1992

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570290604

Subject(s) - chemistry , crown (dentistry) , thiocyanate , lithium (medication) , tetra , medicinal chemistry , solid state , stereochemistry , organic chemistry , medicine , dentistry , endocrinology

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.

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