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Molbank, Volume 1997, Issue 7 (October 1997) – 12 articles

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244 KiB  
Short Note
5-Methoxy-7,7-dimethyl-1,9(E),11-dodecatrien-3-one
by Douglas A. Smith
Molecules 1997, 2(10), M39; https://doi.org/10.3390/M39 - 31 Oct 1997
Cited by 2
Abstract
Although the title compound has already been prepared in four steps [1] or three steps [2] from D-galactose, this selective tosylation consists of only a two step synthesis avoiding the preparation of several intermediates and affording much higher overall yields. Moreover, NMR spectral [...] Read more.
Although the title compound has already been prepared in four steps [1] or three steps [2] from D-galactose, this selective tosylation consists of only a two step synthesis avoiding the preparation of several intermediates and affording much higher overall yields. Moreover, NMR spectral data of the title compound have not yet been published.[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
74 KiB  
Short Note
5-Methoxy-7,7-dimethyl-1,9(E),11-dodecatrien-3-ol
by Douglas A. Smith
Molecules 1997, 2(10), M37; https://doi.org/10.3390/M37 - 31 Oct 1997
Cited by 1
Abstract
To a stirred solution of the diene aldehyde [1] in dry THF under Ar at -78 ƒC, vinylmagnesium bromide in THF was added via a syringe.[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
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Scheme 1

87 KiB  
Short Note
3-Methoxy-5,5-dimethyl-7(E),9-decadiena
by Douglas A. Smith
Molecules 1997, 2(10), M36; https://doi.org/10.3390/M36 - 31 Oct 1997
Cited by 1
Abstract
Using the Collins oxidation procedure previously described [1], the title aldehyde was prepared from the diene alcohol [2] as a colorless oil in 76% yield.[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
626 KiB  
Short Note
3-Methoxy-5,5-dimethyl-7(E),9-decadien-1-o1
by Douglas A. Smith
Molecules 1997, 2(10), M35; https://doi.org/10.3390/M35 - 31 Oct 1997
Cited by 1
Abstract
To a slurry of LAH (65 mg, 1.7 mmol) in ether (4 ml) at 0 ƒC under Ar, the diene ester [1] (487 mg, 1.7 mmol) in ether (5 ml) was added dropwise.[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
99 KiB  
Short Note
tert-Butyl-3-methoxy-5,5-dimethyl-7(E),9-decadienoate
by Douglas A. Smith
Molecules 1997, 2(10), M34; https://doi.org/10.3390/M34 - 31 Oct 1997
Cited by 2
Abstract
The diastereomeric alcohols [1], either separately or as a mixture, were converted under acidic Peterson olefination conditions to the title E-diene.[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
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103 KiB  
Short Note
tert-Butyl-3-methoxy-5,5-dimethyl-7-hydroxy-8-trimethylsilyl-9-decenoate
by Douglas A. Smith
Molecules 1997, 2(10), M33; https://doi.org/10.3390/M33 - 31 Oct 1997
Cited by 1
Abstract
The crude aldehyde, tert-butyl-3-methoxy-5,5-dimethyl-7-oxo-heptanoate [1] was treated with pinacol E-1-trimethylsilyl-1-propene-3-boronate [2] in petroleum ether at room temperature to provide a 50% yield of the diastereomeric boronic esters, which were simultaneously cleaved to the alcohols and readily separated by flash chromatography.[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
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Scheme 1

94 KiB  
Short Note
tert-Butyl-3-methoxy-5,5-dimethyl-7-oxo-heptanoate
by Douglas A. Smith
Molecules 1997, 2(10), M32; https://doi.org/10.3390/M32 - 31 Oct 1997
Cited by 2
Abstract
Hydroboration of tert-butyl-3-methoxy-5,5-dimethyl-6-heptenoate [1] with either BH3…THF or BH3…Me2S provided the terminal alcohol tert-butyl-3-methoxy-5,5-dimethyl-7-hydroxy-heptanoate, in unoptimized, nonreproducable and disappointingly low 30% yield [2].[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
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94 KiB  
Short Note
tert-Butyl-3-methoxy-5,5-dimethyl-7-hydroxy-heptanoate
by Douglas A. Smith
Molecules 1997, 2(10), M31; https://doi.org/10.3390/M31 - 31 Oct 1997
Cited by 1
Abstract
Hydroboration of tert-butyl-3-methoxy-5,5-dimethyl-6-heptenoate [1] with either BH3ÖTHF or BH3ÖMe2S provided the terminal alcohol title compound, in unoptimized, nonreproducable and disappointingly low 30% yield.[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
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100 KiB  
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tert-Butyl-3-methoxy-5,5-dimethyl-6-heptenoate
by Douglas A. Smith
Molecules 1997, 2(10), M30; https://doi.org/10.3390/M30 - 31 Oct 1997
Cited by 2
Abstract
Preparation of the title compound from the hydroxy ester [1] proved difficult to impossible with almost all protecting groups under a variety of reaction conditions.[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
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101 KiB  
Short Note
tert-Butyl-3-hydroxy-5,5-dimethyl-6-heptenoate
by Douglas A. Smith
Molecules 1997, 2(10), M29; https://doi.org/10.3390/M29 - 31 Oct 1997
Cited by 1
Abstract
As part of our continuing studies of stereocontrol during the intramolecular Diels-Alder (IMDA) reaction leading to medium rings [1-3], we have targeted poitediol [4] as a structure of interest accessible through this technology.[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
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78 KiB  
Short Note
2-Hydroxy-3-bromo-5-nitrophenylbis(5-methylfur-2-yl)methane
by Andrey V. Gutnov
Molecules 1997, 2(10), M27; https://doi.org/10.3390/M27 - 31 Oct 1997
Cited by 1
Abstract
See also [1, 2].[...] Full article
(This article belongs to the Section Medicinal Chemistry)
79 KiB  
Short Note
2-Bromophenylbis(5-methylfur-2-yl)methane
by Andrey V. Gutnov
Molecules 1997, 2(10), M28; https://doi.org/10.3390/M28 - 01 Oct 1997
Abstract
See also [1,2]. To the solution of 2-bromobenzaldehyde (18.5 g, 100 mmol) and sylvan (20 ml, 250 mmol) in 100 ml of benzene 5 ml of Me3SiCl was added at room temperature.[...] Full article
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
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