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Volumn 44, Issue 14, 2005, Pages 2112-2115

Palladium-catalyzed asymmetric iodination of unactivated C-H bonds under mild conditions

Author keywords

Asymmetric catalysis; C H activation; Chiral auxiliaries; Iodine; Palladium

Indexed keywords

ACTIVATION ANALYSIS; CARBON; CATALYSIS; CHELATION; HYDROGEN BONDS; IODINE;

EID: 17044366225     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200462884     Document Type: Article
Times cited : (462)

References (47)
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    • For enantioselective aromatic C-H coupling to olefins, see: a) R. K. Thalji, J. A. Ellman, R. G. Bergman, J. Am. Chem. Soc. 2004, 126, 7192; b) K. Mikami, M. Hatano, M. Terada, Chem. Lett. 1999, 1, 55.
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    • For enantioselective aromatic C-H coupling to olefins, see: a) R. K. Thalji, J. A. Ellman, R. G. Bergman, J. Am. Chem. Soc. 2004, 126, 7192; b) K. Mikami, M. Hatano, M. Terada, Chem. Lett. 1999, 1, 55.
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    • 2 and 2-tert-butyl-4,5-dihydro-4,4-dimethyloxazole in HOAc at reflux was previously reported. Trinuclear Pd alkyl species at a syn/anti ratio of 2:3 were also observed as minor products, and determined by crystallographic analysis to be stacked in a head-to-tail orientation: G. Balavoine, J. C. Clinet, J. Organomet. Chem. 1990, 390, C84.
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    • note
    • Acetoxylation product from the reductive elimination of acetate was not observed under our reaction conditions.
  • 41
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    • For the measurement of KIE in stoichiometric oxime-directed palladation, see: A. P. Wells, W. Kitching, Organometallics 1992, 11, 2750.
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    • Wells, A.P.1    Kitching, W.2
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    • 2 as an oxidant for C-H bond activation, see reference [10].
    • (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 2556
  • 47
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    • note
    • Oxazoline 17b was also hydrolyzed to give the iodo acid in >99% ee.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.