STUDIES IN SPIROKETAL SYNTHESIS .2. A TANDEM CYCLIZATION ROUTE TO THE1,7-DIOXASPIRO[5.5]UNDECANE RING-SYSTEM

Authors
MEAD KT ZEMRIBO R
Citation
Kt. Mead et R. Zemribo, STUDIES IN SPIROKETAL SYNTHESIS .2. A TANDEM CYCLIZATION ROUTE TO THE1,7-DIOXASPIRO[5.5]UNDECANE RING-SYSTEM, Synlett, (11), 1996, pp. 1065
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synlett → ACNP
ISSN journal
09365214
Issue
11
Year of publication
1996
Database
ISI
SICI code
0936-5214(1996):11<1065:SISS.A>2.0.ZU;2-G
Abstract
A novel route to the 1,7-dioxaspiro[5.5]undecane ring system has been demonstrated using a double carbonyl tandem cyclization strategy. The reaction begins with intramolecular beta-cleavage of a beta-lactone ri ng by a ketone oxygen, and terminates with nucleophilic addition to a spirooxocarbenium ion.