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Pd(II)-catalyzed cascade Wacker-Heck reaction: chemoselective coupling of two electron-deficient reactants.

Abstract:

A novel palladium(II)-catalyzed oxy-carbopalladation process was developed allowing for the orchestrated union of hydroxy ynones with ethyl acrylate, two electron-deficient reactants. With beta-hydroxy ynones, this cascade Wacker-Heck process gave access to highly functionalized tri- or tetrasubstituted dihydropyranones featuring an unusual dienic system. For diastereomerically pure and for enantioenriched beta-hydroxyynones, these reactions proceed without affecting the stereochemical integr...

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Publication status:
Published

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Publisher copy:
10.1021/jo061292a

Authors


Mills-Webb, R More by this author
Sawicki, M More by this author
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Journal:
The Journal of organic chemistry
Volume:
71
Issue:
22
Pages:
8390-8394
Publication date:
2006-10-05
DOI:
EISSN:
1520-6904
ISSN:
0022-3263
URN:
uuid:997403f4-d9c4-446d-a023-e1068cddc201
Source identifiers:
33644
Local pid:
pubs:33644
Language:
English

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