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Eine neue 1,3‐Oxathiolan‐Synthese: Spirocyclische 1,3‐Oxathiolane aus der Lewis ‐Säure katalysierten Umsetzung von 1,3‐Thiazol‐5(4 H )‐thionen mil Oxiranen
Author(s) -
Tromm PeterClaus,
Heimgartner Heinz
Publication year - 1990
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19900730825
Subject(s) - chemistry , thiazole , lewis acids and bases , catalysis , medicinal chemistry , alkyl , stereochemistry , organic chemistry
A New 1,3‐Oxathiolane Synthesis: Spirocyclic 1,3‐Oxathiolanes from the Lewis ‐Acid‐Catalyzed Reaction of 1,3‐Thiazole‐5(4 H )‐thiones and Oxiranes The BF 3 ·Et 2 O‐catalyzed reaction of 2,4,4‐trisubstituted 1,3‐thiazole‐5(4 H )‐thiones 13 with alkyl‐ and phenyl‐substituted oxiranes 7 in CH 2 Cl 2 at room temperature leads, in very good yields, to 1‐oxa‐4,6‐dithia‐8‐azaspiro[4.4]non‐7‐enes 14 and 15 .