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(a) Takada, N.; Umemura, N.; Suenaga, K.; Chou, T.; Nagatsu, A.; Haino, T.; Yamada, K.; Uemura, D. Tetrahedron Lett. 2001, 42, 3491.
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Uemura, D.4
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22
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33745039348
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note
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A 1:1 mixture (0.3 mg) of PnTXs B/C was isolated from 21 kg of the viscera of Pinna muricata. PtTX A (20 μg) and PtTX B/C (8 μg as a 1:1 mixture) were isolated from 82 kg of the viscera of Pteria penguin.
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23
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33745038127
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note
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99 in ref 4: PnTXs B/C = 22 μg/kg; PtTX A = 100μg/kg; PtTXs B/C = 8 μg/kg).
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24
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33745039082
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note
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The stereochemical homogeneity of PtTX A is discussed in a subsequent paper, see ref 23.
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25
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33745017554
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note
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A total synthesis of PnTXs B and C from the Diels-Alder products 14a-iii and 14b-iii, respectively, will be reported elsewhere.
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26
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33745011732
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note
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The building blocks dithiane 1 and vinyl iodide 2 were reported in ref 3. We adopted the reported synthesis for preparation of vinyl iodide 2. However, we have made substantial modifications on the synthesis of dithiane 1; for details, see Supporting Information.
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30
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33745046964
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note
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For details, see Supporting Information.
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31
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0037486826
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For selected reviews on Cr-mediated reactions, see: (a) Fürstner, A. Chem. Rev. 1999, 99, 991.
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(1999)
Chem. Rev.
, vol.99
, pp. 991
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Fürstner, A.1
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34
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0000507168
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Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford
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(d) Saccomano, N. A. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 1, p 173.
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(1991)
Comprehensive Organic Synthesis
, vol.1
, pp. 173
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Saccomano, N.A.1
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35
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0008279260
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A Ni/Cr-mediated coupling similar to the present case is known: Taylor, R. E.; Ciavarri, J. P. Org. Lett. 1999, 1, 467.
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(1999)
Org. Lett.
, vol.1
, pp. 467
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Taylor, R.E.1
Ciavarri, J.P.2
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36
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33745035323
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note
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3, MeOH; 3, PPTS, 63% over 3 steps.
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37
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33745030678
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note
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The substrates 12 and 13 did not survive in the presence of Lewis acids or in the absence of Sumilizer.
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38
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33745056842
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note
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The intramolecular Diels-Alder reaction of 12a and 12b was not observed below the indicated temperature.
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-
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42
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33745037356
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note
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This was evident because these stereoisomers were not detected in the corresponding C34-α series or vice versa.
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44
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33745034625
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note
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We assumed, and indeed observed, that acid-promoted deprotection of the t-Bu ester requires much more forcing conditions, once the amino-protecting group is hydrolyzed.
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45
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33745019730
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note
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3CN = 3/1 (v/v) containing 0.1% TFA. Flow rate: 2 mL/min, isocratic. Detection: 216 nm.
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46
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33745364125
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published online May 25, 2006
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Hao, J.; Matsuura, F.; Kishi, Y.; Kita, M.; Uemura, D.; Asai, N.; Iwashita, T. J. Am. Chem. Soc. 2006, 128. published online May 25, 2006 http://dx.doi.org/10.1021/ja061893j.
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(2006)
J. Am. Chem. Soc.
, vol.128
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Hao, J.1
Matsuura, F.2
Kishi, Y.3
Kita, M.4
Uemura, D.5
Asai, N.6
Iwashita, T.7
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