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Model substrate 12 was synthesized through the DCC coupling of 40a and pent-3-ynoic acid.
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4344717105
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note
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1H NMR spectrum of the unpurified reaction mixture displayed a large number of signals between 5.0 and 6.0 ppm when the trimethyl silyl protecting group was used in place of triisopropylsilyl.
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We have observed that the diastereoselectivity of quaternary methylation reaction increases as the size of the β-substitutent decreases.
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4344629532
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Attempted alkylation of the pivaloyl-ester resulted in the isolation of multiple unidentifiable products.
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50
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4344714113
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epi-terpestacin (1b) was prepared by the same sequence from 11-epi-36. The same NOE shown for 37 was observed in 11-epi-37.
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54
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4344634856
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Personal communication
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Miyagawa, H. Personal communication.
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Miyagawa, H.1
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