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1
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84988119921
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and references cited therein
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Weyerstahl, P.; Schweiger, R.; Schwope, I.; Hashem, Md. A. Liebigs Ann. 1995, 1389; and references cited therein.
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(1995)
Liebigs Ann
, pp. 1389
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Weyerstahl, P.1
Schweiger, R.2
Schwope, I.3
Hashem, M.A.4
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2
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0032420337
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Weyerstahl, P.; Marschall, H.; Thefeld, K.; Subba, G. C. Flavour Fragr. J. 1998, 13, 377.
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(1998)
Flavour Fragr. J
, vol.13
, pp. 377
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Weyerstahl, P.1
Marschall, H.2
Thefeld, K.3
Subba, G.C.4
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5
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44449125695
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Yields refer to isolated and chromatographically pure compounds. All the compounds exhibited spectral data (IR, 1H NMR, 13C NMR, and HRMS) consistent with their structures. Selected Spectral Data Alcohol 7: IR (neat, νmax, 3531, 1639, 810 cm -1. 1H NMR (300 MHz, CDCl3, δ, 7.12 (1 H, s, 7.00-6.90 (2 H, m, 5.82-5.72 (1 H, m, 5.15 (2 H, br s, 4.90 (1 H, d, J, 15.9 Hz, 4.86 (1 H, d, J, 9.0 Hz, 3.45 (3 H, s, 3.11 (1 H, br s, 2.29 (3 H, s, 2.30-1.95 (3 H, m, 1.81 (1 H, td, J, 12.9 and 4.2 Hz, 1.70-1.60 (1 H, m, 0.96 (3 H, d, J, 6.6 Hz, 0.72 (3 H, d, J, 6.9 Hz, 13C NMR (75 MHz, CDCl3, δ, 152.4 (C, 139.4 (CH, 132.7 (C, 130.5 (C, 129.0 (CH, 128.1 (CH, 114.3 (CH, 114.1 (CH2, 94.5 (CH2, 79.8 (C, 56.0 (CH3, 36.6 (CH2, 36.2 (CH, 28.9 (CH2, 20.9 CH3
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3).
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6
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44449143969
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Cuong, N. M.; Soejarto, D. D.; Pezzuto, J. M.; Fong, H. H. S. J. Nat. Prod. 2003, 66, 609.
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(2003)
J. Nat. Prod
, vol.66
, pp. 609
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Cuong, N.M.1
Soejarto, D.D.2
Pezzuto, J.M.3
Fong, H.H.S.4
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7
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37049135608
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Although litseachromolaevane A (10) was reported as a new compound in 2003, it is the same as sesquichamaenol reported earlier from Chamaecyparis forrnosensis Matsum. See: Ando, M, Ibe, S, Kagabu, S, Nakagawa, T, Asao, T, Takase, K. J. Chem. Soc, Chem. Commun. 1970, 1538
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Although litseachromolaevane A (10) was reported as a new compound in 2003, it is the same as sesquichamaenol reported earlier from Chamaecyparis forrnosensis Matsum. See: Ando, M.; Ibe, S.; Kagabu, S.; Nakagawa, T.; Asao, T.; Takase, K. J. Chem. Soc., Chem. Commun. 1970, 1538.
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8
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0030605916
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Nemoto, H.; Miyata, J.; Fukumoto, K. Tetrahedron 1996, 52, 10363.
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(1996)
Tetrahedron
, vol.52
, pp. 10363
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Nemoto, H.1
Miyata, J.2
Fukumoto, K.3
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9
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44449136521
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In the 1H NMR spectrum of the synthetic sample 2, it was found that signals due to four methyl groups and two aromatic protons were identical to those reported in the literature for the natural compound 2. Since one of the aromatic resonances (δ, 6.59 ppm, d) did not match that reported (δ, 6.89 ppm, d) for 2 [reported in the literature 2 on the basis of the NMR spectrum of a 1:3 mixture (80% pure) of 2 and 1, where the compound 2 is minor component, the 1H NMR spectrum of a ca. 3:1 mixture of 1 and 2 was recorded and confirmed that the reported resonance at δ, 6.89 ppm is not due to 2. To rule out the other possible regioisomers completely, synthesis of compounds 3 and 4 were also accomplished5 starting from 2-hydroxy-5-methylacetophenones and 2-hydroxy-4- methylisobutyrophenones employing the same sequence of reactions as depicted in Schemes 1
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2 for the compound 2 (Scheme 4). (Chemical Equation Presented)
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