Organic Letters
Letter
(9) Erickson, L. W.; Lucas, E. L.; Tollefson, E. J.; Jarvo, E. R. J. Am.
Chem. Soc. 2016, 138, 14006.
AUTHOR INFORMATION
Corresponding Authors
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(10) (a) Ooi, T.; Uraguchi, D.; Kagoshima, N.; Maruoka, K.
Tetrahedron Lett. 1997, 38, 5679. (b) Hirano, K.; Fujita, K.; Yorimitsu,
H.; Shinokubo, H.; Oshima, K. Tetrahedron Lett. 2004, 45, 2555.
(c) Hatakeyama, T.; Ito, S.; Nakamura, M.; Nakamura, E. J. Am. Chem.
Soc. 2005, 127, 14192.
(11) (a) Terao, J.; Begum, S. A.; Shinohara, Y.; Tomita, M.; Naitoh,
Y.; Kambe, N. Chem. Commun. 2007, 855. (b) Matsubara, K.;
Ishibashi, T.; Koga, Y. Org. Lett. 2009, 11, 1765. (c) Jaiswal, A. K.;
Goh, K. K. K.; Sung, S.; Young, R. D. Org. Lett. 2017, 19, 1934.
(12) (a) Iwasaki, T.; Takagawa, H.; Singh, S. P.; Kuniyasu, H.;
Kambe, N. J. Am. Chem. Soc. 2013, 135, 9604. (b) Iwasaki, T.;
Takagawa, H.; Okamoto, K.; Singh, S. P.; Kuniyasu, H.; Kambe, N.
Synthesis 2014, 46, 1583.
ORCID
Notes
The authors declare no competing financial interest.
ACKNOWLEDGMENTS
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This work was partially supported by a Grant-in-Aid for
Scientific Research (A) (JP25248025), a Grant-in-Aid for
Young Scientists (A) (JP16H06039) and JSPS Japanese-
German Graduate Externship from JSPS, Grant-in-Aid for
Scientific Research on Innovative Areas “Middle Molecular
Strategy” (JP16H01150) from MEXT, Japan, The Sumitomo
Foundation, The Uehara Memorial Foundation, and Iketani
Science and Technology Foundation.
(13) For representative reviews, see: (a) Yorimitsu, H.; Oshima, K.
Pure Appl. Chem. 2006, 78, 441. (b) Cahiez, G.; Moyeux, A. Chem. Rev.
2010, 110, 1435.
(14) Although we previously proposed a different structure for the
complex B in which 5-methylhepta-2,6-dien-1-yl moiety of the
complex B intramolecularly coordinated to Co in η1 fashion, see ref
12, ongoing theoretical calculations suggest that the present structure
with η3 coordination of the allyl group is more likely than the
previously proposed structure. Mechanistic studies including theoreti-
cal calculations are underway, and the results will be published in due
course.
(15) Alkyl chlorides are sluggish in the present cross-coupling
reaction. Similar tendency was observed in transformations using alkyl
halides catalyzed by other anionic transition metal complexes as the
key intermediates, see refs 5b and 5c for instances.
(16) For a review: (a) Murakami, K.; Yorimitsu, H. Beilstein J. Org.
Chem. 2013, 9, 278. (b) Todo, H.; Terao, J.; Watanabe, H.; Kuniyasu,
H.; Kambe, N. Chem. Commun. 2008, 1332.
(17) Iwasaki, T.; Fukuoka, A.; Min, X.; Yokoyama, W.; Kuniyasu, H.;
Kambe, N. Org. Lett. 2016, 18, 4868.
DEDICATION
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Dedicated to Professor Marian Mikołajczyk on the occasion of
his 80th birthday.
REFERENCES
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