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We prefer the name psymberin for 1 because it describes the likely biosynthesis of the molecule by symbiotic bacteria rather than sponges. For a review on the biogenetic origins of this class of molecules, see: Piel, J.; Butzke, D.; Fusetani, N.; Hui, D. Q.; Platzer, M.; Wen, G. P.; Matsunaga, S. J. Nat. Prod. 2005, 68, 472-479.
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25444434829
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note
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This reaction provided an approximately 2:1 ratio of diastereomers. No attempt at stereochemical assignment was made.
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14
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25444511753
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see Supporting Information
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For structural analysis and experimental details, see Supporting Information.
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15
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25444447326
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note
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The psymberin that was used in these studies was generously provided by Professor Phil Crews and his group at the University of California, Santa Cruz.
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16
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25444488697
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note
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Relevant fragments result from the loss of a methyl group, the loss of a methyl group and methanol, and the loss of the carbomethoxy group.
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17
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ASAP
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During the review of this manuscript, the De Brabander group reported the total synthesis of psymberin. Jiang, X.; Garcia-Fortanet, J.; De Brabander, J. K. J. Am. Chem. Soc. 2005, 127, ASAP.
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