| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5216674 | Tetrahedron | 2014 | 15 Pages |
Abstract
This article presents our work on the Ï-Ferrier ring-expansion of carbohydrate derived vinylcyclopropanes (VCPs) under electrophilic conditions mediated by chloramine-T and a phase-transfer catalyst. The present work serves as the first example on the studies of the reactivity of carbohydrate VCPs towards the synthesis of densely functionalized oxepane analogues. The work elaborates on a reasonable mechanism for the product formation and our observations on the diastereoselectivity based on control experiments and gas-phase calculations.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Venkataraman Ganesh, Taraknath Kundu, Srinivasan Chandrasekaran,