Communications
K. Yoshida, H. Miyabe, T. Kimachi, Y. Takemoto, J. Org. Chem.
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Yamashita, N. Shiga, J. Am. Chem. Soc. 2001, 123, 9525 – 9534.
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Ir-catalyzed allylic substitution, despite the fact that the most
efficient ligand belongs to the diastereomerically opposite 2
or 3 series. Therefore, it must be concluded that the biphenol
entity changes its conformation to adopt that of ligand 3b.
In conclusion, we have described a new and highly
efficient ligand for two very different applications: first, the
copper-catalyzed enantioselective allylic alkylation by
Grignard or organozinc reagents on allylic substrates, and
second, the iridium-catalyzed enantioselective allylic amina-
tion of cinnamyl carbonate. Enantiomeric excesses of up to 96
and 98% were obtained in the first and second applications,
respectively.
[13] C. A. Kiener, C. Shu, C. Incarvito, J. F. Hartwig, J. Am. Chem.
Soc. 2003, 125, 14272 – 14273.
Received: January 13, 2003 [Z53744]
Keywords: allylation · asymmetric catalysis · chiral auxiliaries ·
.
copper · iridium · magnesium
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