Prins cyclization of α-bromoethers under basic conditions

Author:

Arpin Patrice1,Hill Bryan1,Larouche-Gauthier Robin1,Spino Claude1

Affiliation:

1. Département de chimie, Université de Sherbrooke, 2500 boul. Université, Sherbrooke, QC J1K 2R1, Canada.

Abstract

α-Bromoethers have been found to undergo Prins-type cyclization under basic conditions and without the need to add a promoter. The products are those derived from a Markovnikov addition on the pendant alkene. However, the stereochemistry and even the structure of the products sometimes differ from those expected with the classical Lewis-acid-catalyzed Prins reaction of acetals.

Publisher

Canadian Science Publishing

Subject

Organic Chemistry,General Chemistry,Catalysis

Reference60 articles.

1. Prins-Type Cyclization Reactions in Natural Product Synthesis

2. Synthesis of tetrahydropyrans and related heterocycles via prins cyclization; extension to aza-prins cyclization

3. The Prins Reaction: Advances and Applications

4. dSnider, B. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Heathcock, C. H., Eds.; Pergamon Press: New York, 1991; Vol. 2, pp. 527. For a review on the preparation of macrocycles using the Prins cyclization, see:

5. Prins-Type Macrocyclizations as an Efficient Ring-Closing Strategy in Natural Product Synthesis

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