Synthesis of multi-substituted tetrahydropyrans and thiacyclohexanes via Prins cyclization and its application towards synthesis of epicalyxin F and calyxin I

Posted on:2005-09-05

Degree:Ph.D

Type:Dissertation

University:Tulane University

Candidate:Yang, Xiao-Fan

Full Text:PDF

GTID:1451390008487362

Subject:Chemistry

Abstract/Summary:

Multi-substituted tetrahydropyrans and thiacyclohexanes were synthesized via indium trichloride promoted Prins cyclization with excellent yield and diastereoselectivity. A Prins-Friedel-Crafts cascading reaction was developed to synthesize natural product Epicalyxin F and Calyxin I. Ruthenium catalyzed olefin migration-aldol and Mannich type reaction were also developed in ionic liquid for environmentally friendly C-C bond formation.

Keywords/Search Tags:

Multi-substituted tetrahydropyrans and thiacyclohexanes, Prins cyclization

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