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Regio- and stereoretentive synthesis of branched, linear (E)- and (Z)-allyl fluorides from allyl carbonates under Ir-catalysis

Abstract:

This paper describes a new catalytic method for the regio- and stereocontrolled fluorination of allylic carbonates. This transformation uses TBAF·4tBuOH as the fluoride source and [Ir(COD)Cl]2 as the catalyst; the most commonly used [Ir(COD)Cl]2/phosphoramidite system is ineffective. Synthetically, this reaction is characterized by a high degree of structural conservation in going from substrates to the products. The fluorination of (E)-allylic carbonates leading to linear (E)-allylic fluorid...

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Publication status:
Published

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Publisher copy:
10.1039/c2sc21789a

Authors


Benedetto, E More by this author
Tredwell, M More by this author
Hollingworth, C More by this author
Khotavivattana, T More by this author
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Journal:
CHEMICAL SCIENCE
Volume:
4
Issue:
1
Pages:
89-96
Publication date:
2013
DOI:
EISSN:
2041-6539
ISSN:
2041-6520
URN:
uuid:8318e809-54e0-43ef-adee-75ec1d62f58c
Source identifiers:
371149
Local pid:
pubs:371149

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