In:
Liebigs Annalen der Chemie, Wiley, Vol. 1993, No. 3 ( 1993-03-15), p. 305-311
Abstract:
Ring‐Fused 1,2‐Dithioles, III. – Synthesis of 1,2‐Dithiolo‐furans A series of 1,3‐dithiino‐furans 4/9 has been synthesized by starting with the β‐ketoester 5a or the cyclic ketone 5b . The dithiines undergo oxidative ring contraction to give the corresponding 1,2‐dithiolo‐furans 3/14 . The ester function of 3h is easily removed to give 2 , the oxaanalog of the antibiotic thiolutine. In general, the lactone group is the most sensitive part in compounds 3 , 4 and 14 . In marked contrast the dithiine 9a is cleaved by amines at the thioketale site forming the tetronic acid derivatives 10a/b .
Type of Medium:
Online Resource
ISSN:
0170-2041
DOI:
10.1002/jlac.v1993:3
DOI:
10.1002/jlac.199319930151
Language:
English
Publisher:
Wiley
Publication Date:
1993
detail.hit.zdb_id:
1475010-7
Permalink