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  Diastereoselective C-C bond formation by carbene insertions into Pt-CH3 bonds

Bergamini, P., Costa, E., Cramer, P., Hogg, J., Orpen, A. G., & Pringle, P. G. (1994). Diastereoselective C-C bond formation by carbene insertions into Pt-CH3 bonds. Organometallics, 13(4), 1058-1060. doi:10.1021/om00016a004.

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Item Permalink: http://hdl.handle.net/11858/00-001M-0000-0015-8A3C-F Version Permalink: http://hdl.handle.net/11858/00-001M-0000-0027-C580-F
Genre: Journal Article

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1943911.pdf (Publisher version), 319KB
 
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 Creators:
Bergamini, P., Author
Costa, E., Author
Cramer, P.1, Author              
Hogg, J., Author
Orpen, A. G., Author
Pringle, P. G., Author
Affiliations:
1Department of Molecular Biology, MPI for Biophysical Chemistry, Max Planck Society, ou_1863498              

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 Abstract: The platinum complexes [PtX(CH3)(SISdiop)] (X = C1, Br,I) react quantitatively with NzCHCOZR (R = Et, R-menthyl) in polar solvents (CDsCN, DMSO) to give [PtX(CH(CH~)C02R)(SlS-dioaps) a] 2:l (R = Et) or 4:l (R = R-menthyl) mixture of diastereomers. The major diastereomer when X = C1 and R = Et is readily separated, and its crystal structure reveals that the configuration about the a-carbon is R; this complex is configurationally stable in solution for at least 12 days. In less polar solvents (CDCl3, C&& reaction of NzCHC02- Et with [PtX(CH3)(SIS-diop)] (X = Br, I) give the products of carbene insertion into the Pt-X as well as Pt-C bonds.

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Language(s): eng - English
 Dates: 1994-04-01
 Publication Status: Published in print
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 Rev. Method: Peer
 Identifiers: DOI: 10.1021/om00016a004
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Title: Organometallics
Source Genre: Journal
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Pages: - Volume / Issue: 13 (4) Sequence Number: - Start / End Page: 1058 - 1060 Identifier: -