L773:0022 3263 OR L773:1520 6904
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- Almqvist, Fredrik (author)
Neighboring Group Participation in a Regio- and Stereoselective Chlorination of a Bicyclo[2.2.2]octanone
- Article/chapterEnglish1996
Publisher, publication year, extent ...
- 1996-10-04
- American Chemical Society (ACS),1996
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- LIBRIS-ID:oai:lup.lub.lu.se:427f41e6-3193-465a-9b65-18851e440ae0
- https://lup.lub.lu.se/record/31496URI
- https://doi.org/10.1021/jo9607370DOI
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- Language:English
- Summary in:English
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Notes
- The zinc chloride-mediated acetylation of the optically active silyl enol ether 2a gave the beta-diketone 3a (48%) together with the regio- and stereoselectively chlorinated compound 4 (27%). The yield of 4 increased to 70% by starting from the O-acetyl derivative 2c. The chlorination most likely occurs via neighboring group participation by the endo acetoxy group.
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- Frejd, TorbjörnLund University,Lunds universitet,Centrum för analys och syntes,Kemiska institutionen,Institutioner vid LTH,Lunds Tekniska Högskola,Centre for Analysis and Synthesis,Department of Chemistry,Departments at LTH,Faculty of Engineering, LTH(Swepub:lu)orgk1-tf (author)
- Centrum för analys och syntesKemiska institutionen (creator_code:org_t)
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- In:Journal of Organic Chemistry: American Chemical Society (ACS)61:20, s. 6947-69511520-69040022-3263
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