Journal article
Synthesis of cyclic alkenyl dimethylsiloxanes from alkynyl benzyldimethylsilanes and application in polyene synthesis
- Abstract:
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Cyclic dimethylalkenylsiloxanes, useful motifs for (Z)-selective Hiyama cross-coupling, are accessed from alkynyl benzyldimethylsilanes featuring adjacent allylic or homoallylic oxygen substituents by semihydrogenation/debenzylation/cyclization. While formation of 5- and 6-membered rings can be achieved from the free alcohols using fluoride or silanolate, allylic acetate precursors to 5-membered rings display distinct modes of activation. The utility of these compounds is demonstrated through...
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- Publication status:
- Published
- Peer review status:
- Peer reviewed
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- Files:
-
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(Preview, Accepted manuscript, pdf, 786.4KB, Terms of use)
-
- Publisher copy:
- 10.1021/acs.joc.9b01664
Authors
Bibliographic Details
- Publisher:
- American Chemical Society
- Journal:
- Journal of Organic Chemistry More from this journal
- Volume:
- 84
- Issue:
- 22
- Pages:
- 14868-14882
- Publication date:
- 2019-10-24
- Acceptance date:
- 2019-10-24
- DOI:
- EISSN:
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1520-6904
- ISSN:
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0022-3263
- Pmid:
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31646859
Item Description
- Language:
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English
- Keywords:
- Pubs id:
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pubs:1070617
- UUID:
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uuid:c40a8439-587d-4773-876b-c0f6a52b2d9d
- Local pid:
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pubs:1070617
- Source identifiers:
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1070617
- Deposit date:
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2020-01-06
Terms of use
- Copyright holder:
- American Chemical Society
- Copyright date:
- 2019
- Rights statement:
- © 2019 American Chemical Society.
- Notes:
- This is the accepted manuscript version of the article. The final version is available online from the American Chemical Society at: https://doi.org/10.1021/acs.joc.9b01664
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