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2
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0003558666
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A.W. Norman, R. Bouillon, & M. Thomasset. Riverside, CA: University of California Riverside
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Norman A.W., Bouillon R., Thomasset M. Vitamin D, Chemistry, Biology and Clinical Applications of the Steroid Hormone. 1997;University of California Riverside, Riverside, CA.
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Vitamin D, Chemistry, Biology and Clinical Applications of the Steroid Hormone
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3
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0003822885
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A.W. Norman, R. Bouillon, & M. Thomasset. Riverside, CA: University of California Riverside
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Norman A.W., Bouillon R., Thomasset M. Vitamin D Endocrine System: Structural, Biological, Genetic and Clinical Aspects. 2000;University of California Riverside, Riverside, CA.
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Vitamin D Endocrine System: Structural, Biological, Genetic and Clinical Aspects
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9
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0035969599
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Hanazawa T., Wada T., Masuda T., Okamoto S., Sato F. Org. Lett. 2001;3975-3977.
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Org. Lett.
, pp. 3975-3977
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Hanazawa, T.1
Wada, T.2
Masuda, T.3
Okamoto, S.4
Sato, F.5
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11
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37049136805
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The dienyne approach was first developed by Lythgoe, and later improved by Mouriño:
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The dienyne approach was first developed by Lythgoe, and later improved by Mouriño: Dixon J., Littlewood P.S., Lythgoe B., Saksena A.K. J. Chem. Soc., Chem. Commun. 1970;993-994.
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J. Chem. Soc., Chem. Commun.
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Dixon, J.1
Littlewood, P.S.2
Lythgoe, B.3
Saksena, A.K.4
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14
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33751392466
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Epoxidation of (-)-(S)-limonene by m-CPBA gave a 3:2 trans/cis mixture of 1,2-limonene oxide in 80% yield. The ratio was determined by GC analysis and confirmed by Cane and Coates:
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Epoxidation of (-)-(S)-limonene by m-CPBA gave a 3:2 trans/cis mixture of 1,2-limonene oxide in 80% yield. The ratio was determined by GC analysis and confirmed by Cane and Coates: Cane D.E., Yang G., Coates R.M., Pyun H.-J., Hohn T.M. J. Org. Chem. 57:1992;3454-3462.
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J. Org. Chem.
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, pp. 3454-3462
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Cane, D.E.1
Yang, G.2
Coates, R.M.3
Pyun, H.-J.4
Hohn, T.M.5
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17
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0027315574
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Muralidharan K.R., Lera A.R., Isaeff S.D., Norman A.W., Okamura W.H. J. Org. Chem. 58:1993;1895-1899.
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J. Org. Chem.
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Muralidharan, K.R.1
Lera, A.R.2
Isaeff, S.D.3
Norman, A.W.4
Okamura, W.H.5
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18
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0037040649
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Daniewski A.R., Garofalo L.M., Hutchings S.D., Kabat M.M., Liu W., Okabe M., Radinov R., Yiannikouros G.P. J. Org. Chem. 67:2002;1580-1587.
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J. Org. Chem.
, vol.67
, pp. 1580-1587
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Daniewski, A.R.1
Garofalo, L.M.2
Hutchings, S.D.3
Kabat, M.M.4
Liu, W.5
Okabe, M.6
Radinov, R.7
Yiannikouros, G.P.8
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19
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0000918192
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The relative configuration of each diastereoisomers was assigned by comparison with the spectrum of the cis- and trans-4-hydroxy-methylcyclohexene oxides reported in the literature, and also the integration of each signal:
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The relative configuration of each diastereoisomers was assigned by comparison with the spectrum of the cis- and trans-4-hydroxy-methylcyclohexene oxides reported in the literature, and also the integration of each signal: Delay D., Ohloff G. Helv. Chim. Acta. 62:1979;2168-2173.
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Helv. Chim. Acta
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, pp. 2168-2173
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Delay, D.1
Ohloff, G.2
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20
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85030895051
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The stereochemistry was supported by NOESY experiments, that showed correlation between propargylic H-2 and methyl-1 in compound 10a , but not between H-2 and H-4.
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21
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1242266399
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In a pioneer work, Inhoffen reported that the addition of lithium acetylide to 4-(tetrahydropyran-2-yloxy)-methylcyclohexene oxide proceeds in just 33% yield. No explanation of the origin of this low yield and no structure of side products were proposed:
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In a pioneer work, Inhoffen reported that the addition of lithium acetylide to 4-(tetrahydropyran-2-yloxy)-methylcyclohexene oxide proceeds in just 33% yield. No explanation of the origin of this low yield and no structure of side products were proposed: Inhoffen H.H., Weissemerel K., Quinkert G., Bartling D. Chem. Ber. 89:1956;853-861.
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(1956)
Chem. Ber.
, vol.89
, pp. 853-861
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Inhoffen, H.H.1
Weissemerel, K.2
Quinkert, G.3
Bartling, D.4
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22
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85040807459
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For other studies on ring opening of methylcyclohexene oxide by lithium acetylide, see:
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For other studies on ring opening of methylcyclohexene oxide by lithium acetylide, see: Hanack M., Kunzmann E., Schumacher W. Synthesis. 1978;26-27.
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(1978)
Synthesis
, pp. 26-27
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Hanack, M.1
Kunzmann, E.2
Schumacher, W.3
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24
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0035920616
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Various examples reported in the literature showed that nucleophilic attacks of cis- and trans-4-substituted methylcyclohexene oxides initiate the selective ring opening of trans isomers, exclusively. For recent references, with nitrogen centred nucleophiles: with phosphorus centred nucleophiles:
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Various examples reported in the literature showed that nucleophilic attacks of cis- and trans-4-substituted methylcyclohexene oxides initiate the selective ring opening of trans isomers, exclusively. For recent references, with nitrogen centred nucleophiles: Chrisman W., Camara J.N., Marcellini K., Singaram B., Goralski C.T., Hasha D.L., Rudolf P.R., Nicholson L.W., Borodychuk K.K. Tetrahedron Lett. 42:2001;5805-5807. with phosphorus centred nucleophiles:
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(2001)
Tetrahedron Lett.
, vol.42
, pp. 5805-5807
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Chrisman, W.1
Camara, J.N.2
Marcellini, K.3
Singaram, B.4
Goralski, C.T.5
Hasha, D.L.6
Rudolf, P.R.7
Nicholson, L.W.8
Borodychuk, K.K.9
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29
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85030899771
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note
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+], 45), 151 (40), 136 (19), 123 (16), 109 (100), 91 (49), 81 (21), 79 (24), 77 (20), 65 (21), 43 (11).
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