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Synthesis of novel enantiopure fluorinated building blocks from acyclic chiral allylsilanes.

Abstract:

[reaction: see text] Homochiral beta-fluorinated gamma,delta-unsaturated carboxylic acids with an allylic fluorinated stereogenic center are available from the corresponding enantiopure allylsilanes. The key step for introduction of the fluorine substituent is an electrophilic fluorodesilylation reaction carried out in the presence of Selectfluor. Reduction of the resulting beta-fluorinated pentenoic acid into the corresponding fluorinated alcohol was also performed leading to the formation o...

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Publication status:
Published

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Publisher copy:
10.1021/ol0518535

Authors


Tredwell, M More by this author
Pacheco, MC More by this author
More by this author
Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Journal:
Organic letters
Volume:
7
Issue:
20
Pages:
4495-4497
Publication date:
2005-09-05
DOI:
EISSN:
1523-7052
ISSN:
1523-7060
URN:
uuid:e8af457c-5464-40ef-aa64-0bce39e6c52a
Source identifiers:
33241
Local pid:
pubs:33241
Language:
English

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