STUDIES IN SPIROKETAL SYNTHESIS .1. NUCLEOPHILIC-ADDITION TO AN OXY-STABILIZED CARBONIUM-ION GENERATED ON A 1,7-DIOXASPIRO[5.5]UNDECANE RING-SYSTEM

Authors
MEAD KT ZEMRIBO R
Citation
Kt. Mead et R. Zemribo, STUDIES IN SPIROKETAL SYNTHESIS .1. NUCLEOPHILIC-ADDITION TO AN OXY-STABILIZED CARBONIUM-ION GENERATED ON A 1,7-DIOXASPIRO[5.5]UNDECANE RING-SYSTEM, Synlett, (11), 1996, pp. 1063
Citations number
14
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<1063:SISS.N>2.0.ZU;2-G
Abstract
The low temperature reaction of 2-methoxy spiroketal 5 with a series o f silane nucleophiles has been studied. The reaction was found to be L ewis acid - dependent, and sensitive to changes in both solvent and si lane reagent. When the nucleophile is carbon - based, the product of C (2)-substitution is diastereomerically pure.