Format:
Online-Ressource
ISSN:
1522-2675
Content:
Repeatable ring expansions by [2,3]‐sigmatropic shifts in cyclic allylsulfonium allylides; synthesis of medium‐ and large‐sized thiacycles Allylation of a 2‐vinyl thiacyclus with allyl bromide in 2,2,2‐trifluoroethanol followed by ylide generation by use of aqueous potassium hydroxide results in a [2,3]‐sigmatropic rearrangement with formation of a new 2‐vinyl thiacyclus enlarged by three carbon atoms (Scheme 1). In this way, starting from the 5‐membered ring 1, a series of four ring enlargement sequences leads to the 17‐membered thiacycles 9 and 10 via the 8‐, 11‐ and 14‐membered rings 4, 7 and 8 (Scheme 2).
In:
volume:60
In:
number:4
In:
year:2004
In:
pages:1361-1366
In:
extent:6
In:
Helvetica chimica acta, New York, NY : Wiley-VCH, 1918-, 60, Heft 4 (2004), 1361-1366 (gesamt 6), 1522-2675
Language:
English
DOI:
10.1002/hlca.19770600424
URN:
urn:nbn:de:101:1-2405110509070.858627034757
URL:
https://doi.org/10.1002/hlca.19770600424
URL:
https://nbn-resolving.org/urn:nbn:de:101:1-2405110509070.858627034757
URL:
https://d-nb.info/1328966917/34
URL:
https://doi.org/10.1002/hlca.19770600424
Bookmarklink