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Volumn 50, Issue 11, 2011, Pages 2613-2617

Palladium-catalyzed allylic fluorination

Author keywords

allylic fluorination; fluorides; homogeneous catalysis; palladium; positron emission tomography

Indexed keywords

CATALYSIS; FLUORINATION; FLUORINE COMPOUNDS; HALOGENATION; ORGANIC SOLVENTS; ORGANOMETALLICS; PALLADIUM;

EID: 79952258865     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201007307     Document Type: Article
Times cited : (145)

References (68)
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    • (concluding sentence: "The clear preference for methyl carbonate over fluoride as leaving group indicates the possibility for fluoride incorporation through allylic alkylation under the appropriate conditions.").
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    • Recently, Katcher and Doyle have demonstrated the conversion of racemic six-membered ring allylic chlorides into enantiomerically enriched allylic fluorides using AgF as the nucleophile, conceptually based on Trost's allylic ester deracemization
    • Recently, Katcher and Doyle have demonstrated the conversion of racemic six-membered ring allylic chlorides into enantiomerically enriched allylic fluorides using AgF as the nucleophile, conceptually based on Trost's allylic ester deracemization
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    • For the nucleophilic chemistry of methyl carbonate or bicarbonate, see
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    • The linear allyl fluorides 23 - 29 are less stable than the branched allyl fluorides 2 and 19 - 22; compound 25 is not accessible upon direct DAST-mediated nucleophilic substitution of the corresponding alcohol.
    • The linear allyl fluorides 23-29 are less stable than the branched allyl fluorides 2 and 19-22; compound 25 is not accessible upon direct DAST-mediated nucleophilic substitution of the corresponding alcohol.
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    • For an example involving copper-catalyzed substitution in this series see:, (Nippon Chemical Industrial Co.) US 20080262257A1 20081023.
    • For an example involving copper-catalyzed substitution in this series see:, M. Sawamura, H. Ito, (Nippon Chemical Industrial Co.) US 20080262257A1 20081023., 2008
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    • 3 (from 2 %-16 % conversion after 1 h); see the Supporting Information. For examples of allyl chlorides in allylic alkylation, see
    • 3 (from 2 %-16 % conversion after 1 h); see the Supporting Information. For examples of allyl chlorides in allylic alkylation, see
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    • 18F]-labeled targets other than C-F bond formation see
    • 18F]-labeled targets other than C-F bond formation see
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    • Note added in proof: Superior results in allylic fluorination have been obtained with reactant 33 by the use of Pd-Xantphos; for a chiral analogue of this ligand, see
    • Note added in proof: Superior results in allylic fluorination have been obtained with reactant 33 by the use of Pd-Xantphos; for a chiral analogue of this ligand, see
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.