Multicomponent reactions: Synthesis of spirocyclic tetrahydropyran derivatives by prins cyclization

Arun K. Ghosh*, Dongwoo Shin, Gary Schiltz

*Corresponding author for this work

Research output: Contribution to journalArticle

15 Scopus citations

Abstract

Substituted spirocyclic tetrahydropyranyl mesylates and tosylates have been synthesized in good yields using a Prins-type cyclization of various cyclic ketones, a homoallylic alcohol and either methanesulfonic or p-toluenesulfonic acid under non-aqueous conditions. The mesylates thus produced could then be transformed into the corresponding Boc-protected amines using an efficient two step procedure.

Original languageEnglish (US)
Pages (from-to)659-666
Number of pages8
JournalHeterocycles
Volume58
StatePublished - Nov 22 2002

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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