A convenient synthesis of N-substituted trihydroxypiperidines from bis-epoxides: Nucleophilic opening of 1,2 : 4,5-dianhydropentitols

Authors
Smith, RD Thomas, NR
Citation
Rd. Smith et Nr. Thomas, A convenient synthesis of N-substituted trihydroxypiperidines from bis-epoxides: Nucleophilic opening of 1,2 : 4,5-dianhydropentitols, SYNLETT, (2), 2000, pp. 193-196
Citations number
26
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Issue
2
Year of publication
2000
Pages
193 - 196
Database
ISI
SICI code
0936-5214(200002):2<193:ACSONT>2.0.ZU;2-T
Abstract
Synthesis of a number of N-substituted trihydroxypiperidine and trihydroxyp yrrolidines is described via the nucleophilic opening and cyclisation of su itable bis-epoxides. Reaction conditions to maximise the yield of the trihy droxypiperidine products formed by a 6-endo-tet cyclisation process are pro vided.