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An inspection of the NMR spectrum of the reaction mixture taken prior to workup indicates the presence of about 65% desired product and no remaining aldehyde starting material
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An inspection of the NMR spectrum of the reaction mixture taken prior to workup indicates the presence of about 65% desired product and no remaining aldehyde starting material.
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35948994233
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A similar reaction was employed by Fürstner in ref 11.
-
A similar reaction was employed by Fürstner in ref 11.
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39
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35948995865
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Conditions screened: PdCl2(MeCN)2, PdCl 2(BnCN)2, PdCl2(PPh3)2, PdCl2(AsPh3)2, Pd(PPh3)4, Pd2(dba)3, CuTC, CuCl, CuI, AsPh3, P(o-Tol)3, n-Bu)4N][Ph2PO 2, LiCl, CsF, O=PPh3, BHT, and/or i-Pr 2NEt in various solvents
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35948946213
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In our hands, application of Mukaiyama conditions did not result in macrolactonization. However, the Yamaguchi macrolactonization also provided the desired product, but only in about half the yield of the Shiina method. We did not observe aromatization to a phenol during the Yamaguchi macrolactonization as was reported by Fürstner in ref 11a
-
In our hands, application of Mukaiyama conditions did not result in macrolactonization. However, the Yamaguchi macrolactonization also provided the desired product, but only in about half the yield of the Shiina method. We did not observe aromatization to a phenol during the Yamaguchi macrolactonization as was reported by Fürstner in ref 11a.
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