Journal article
The stereochemistry of transmetallation between allylstannanes and CH3SnCl3
Tetrahedron Letters, Vol.33(17), pp.2369-2370
1992
Abstract
The addition of CH3SnCl3 to isomeric mixtures of allylstannane (1) proceeds stereospecifically with anti approach of the electrophile in CD2Cl2 at -78°C but is less selective in CDCl3 at room temperature. The corresponding reaction of crotyltrimethylstannane (CD2Cl2, -78°C) indicates initial γ attack. Addition of CH3SnCl3 to allyltributylstannane (CDCl3,r.t.) followed by benzaldehyde and water hydrolysis yields the expected honoallyl alcohol quantitatively. © 1992.
Details
- Title
- The stereochemistry of transmetallation between allylstannanes and CH3SnCl3
- Authors
- R L Marshall (Author) - Griffith UniversityDavid James Young (Author) - Griffith University
- Publication details
- Tetrahedron Letters, Vol.33(17), pp.2369-2370
- Publisher
- Pergamon
- Date published
- 1992
- DOI
- 10.1016/S0040-4039(00)74214-6
- ISSN
- 0040-4039
- Organisation Unit
- University of the Sunshine Coast, Queensland
- Language
- English
- Record Identifier
- 99449274102621
- Output Type
- Journal article
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- Chemistry, Organic
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