Stereoselective Intramolecular Nicholas Reaction Using Epoxides as Nucleophiles
The intramolecular nucleophilic attack of the epoxides on the exo-Co2(CO)6-propargylic cations provided cyclic ethers in good yields. The use of substrates with stereochemically defined oxiranes provided polysubstituted tetrahydropyrans and oxepanes with a high degree of stereocontrol. The cyclization is sensitive to the nature of the protecting group used at the primary alcohol, the use of tert-butyl carbonates being highly effective in terms of regioselectivity and yields.
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| Main Authors: | , , |
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| Other Authors: | |
| Format: | artículo biblioteca |
| Language: | English |
| Published: |
American Chemical Society
2004-01-16
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| Subjects: | Ethers, Protective groups, Alcohols, Cyclization, Substitution reactions, |
| Online Access: | http://hdl.handle.net/10261/211744 http://dx.doi.org/10.13039/501100006280 |
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