Communication
ChemComm
5 B. B. Jarvis, K. M. Wells and T. Kaufmann, Synthesis, 1990,
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6 For an example of acid-promoted synthesis of butenolides from keto
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chiral diene ligand enabled the asymmetric reaction to give the
products with good enantioselectivity.
This work was supported by the JSPS KAKENHI Grant
Number JP19H02721. The authors thank Minoru Hashizume
for his early contribution to this work.
7 For reviews, see: (a) M. Hirano, N. Komine, E. Arata, T. Gridneva,
A. Hatori, N. Kaizawa, K. Kamakura, A. Kuramochi, S. Kurita,
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8 More than 10 equivalents of H2O did not improve the yield of the
product.
9 The high diastereoselectivity observed in polar solvents may be due
to the stabilization of the ionic intermediate involved in the catalytic
cycle. A plausible catalytic cycle is illustrated in the ESI†.
10 (a) T. Nishimura, H. Kumamoto, M. Nagaosa and T. Hayashi, Chem.
Commun., 2009, 5713For our recent studies of Rh and Ir-catalyzed
asymmetric reactions using chiral tfb ligands, see: (b) M. Umeda,
K. Sakamoto, T. Nagai, M. Nagamoto, Y. Ebe and T. Nishimura,
Chem. Commun., 2019, 55, 11876; (c) M. Nagamoto, T. Yanagi,
T. Nishimura and H. Yorimitsu, Org. Lett., 2016, 18, 4474;
(d) M. Hatano, Y. Ebe, T. Nishimura and H. Yorimitsu, J. Am. Chem.
Soc., 2016, 138, 4010; (e) T. Nishimura, T. Nagai, R. Takechi and
Y. Ebe, Synthesis, 2016, 2612.
Conflicts of interest
There are no conflicts to declare.
Notes and references
1 For recent reviews, see: (a) J.-C. Hsieh, Chem. Rec., DOI: 10.1002/
tcr.202100008; (b) B. Wei, K.-W. Li, Y.-C. Wu, S.-Q. Tong and
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3 M. Hatano and T. Nishimura, Angew. Chem., Int. Ed., 2015, 54, 10949.
4 Recent reports of stereoselective synthesis of g-lactones:
(a) W.-Y. Lu, Y. Wang, Y. You, Z.-H. Wang, J.-Q. Zhao, M.-Q. Zhou
and W.-C. Yuan, J. Org. Chem., 2021, 86(2), 1779; (b) D. Posevins,
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M.-B. Li, E. S. Grape, A. K. Inge, Y. Qiu and J.-E. Backvall, Org. Lett.,
11 The reactions using L2 and L3 under Conditions B gave 3aa in 5%
and 9% yields, respectively.
2020, 22, 417; (c) M. Cianfanelli, G. Olivo, M. Milan,
R. J. M. K. Gebbink, X. Ribas, M. Bietti and M. Costas, J. Am. Chem.
Soc., 2020, 142, 1584; (d) T. Touge, K. Sakaguchi and N. Tam, J. Am. 12 The absolute configuration of the products has not yet been
Chem. Soc., 2019, 141, 16354.
determined.
5920 | Chem. Commun., 2021, 57, 5917–5920
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