期刊
ORGANIC LETTERS
卷 12, 期 3, 页码 444-447出版社
AMER CHEMICAL SOC
DOI: 10.1021/ol902591k
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资金
- NSF
- NCSA
- UCLA ATS
The mechanisms and stereoselectivities of (4 + 3) cycloadditions between chiral alkoxy siloxyallyl cations and furan are examined using density functional theory calculations. These cycloadditions are predicted to take place via stepwise mechanisms. The stereoselectivities of cycloadditions involving siloxyallyl cations derived from chiral alpha-methyl benzylic alcohols are controlled by two effects: minimization of steric repulsion between the alpha-Me group and the allyl group and attractive CH-pi interactions between the furan and the aryl group.
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