| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5224683 | Tetrahedron | 2009 | 11 Pages |
Abstract
We describe the thermal rearrangement of aldehydes bearing an α-(allyl- or crotylsilyl)oxy substituent. The transformations are best described mechanistically as intramolecular silatropic ene reactions based on stereoselectivity, kinetic and computed transition state data. The overall process constitutes a stereospecific (meth)allylation of α-hydroxyaldehydes, under neutral conditions, in which the hydroxyl protecting group is also the (meth)allylating agent.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Jeremy Robertson, Michael J. Hall, Stuart P. Green,