In:
Liebigs Annalen, Wiley, Vol. 1996, No. 9 ( 1996-09), p. 1395-1399
Abstract:
The synthesis of compounds of type A3 , carrying both, a silylenol and an azo group in parallel rigid positions, and the syntheses of ketone and diketone of type B and C , respectively, are reported. The crucial precursors, the mono‐ and dihydroxy acetals 2 and 3 , both obtained from 1 , are transformed by the already reported route to azo compounds 4 and 5 . The latter compound is also prepared by dihydroxylation of the olefinic bridge in 7 . Swern oxidation of alcohols 4, 6 , and 5 yields ketones 12, 13 , and 14 . Enol silyl ether 15 (type A3 ) is obtained from 12 via its enolate 17 together with small amounts of diazetidine 16 which may arise from the equilibrium 17 18 19 . By contrast, cyano ketone 20 yields the enol silyl ether 21 quantitatively.
Type of Medium:
Online Resource
ISSN:
0947-3440
DOI:
10.1002/jlac.v1996:9
DOI:
10.1002/jlac.199619960909
Language:
English
Publisher:
Wiley
Publication Date:
1996
detail.hit.zdb_id:
1475010-7
Permalink