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Molecules, Volume 3, Issue 2 (February 1998), Pages 31-50, Articles M46-M48

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Research

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Open AccessArticle An Improved Synthesis of Homocitrate
Molecules 1998, 3(2), 31-34; doi:10.3390/30200031
Received: 10 April 1997 / Accepted: 16 January 1998 / Published: 13 February 1998
Cited by 8 | PDF Full-text (22 KB)
Abstract
Monoethyl malonate (1) and tert-butyl alcohol are esterified by catalysis with dicyclohexylcarbodiimide and 4-dimethylaminopyridine to yield ethyl t-butyl malonate (2). The ethoxymagnesio derivative (3) of the ester is condensed with b-carbomethoxypropionyl chloride to give the triester (4), which is decomposed by heating [...] Read more.
Monoethyl malonate (1) and tert-butyl alcohol are esterified by catalysis with dicyclohexylcarbodiimide and 4-dimethylaminopyridine to yield ethyl t-butyl malonate (2). The ethoxymagnesio derivative (3) of the ester is condensed with b-carbomethoxypropionyl chloride to give the triester (4), which is decomposed by heating under vacuum in the presence of b-naphthalensulfonic acid to give ethyl methyl β-ketoadipate (5). Compound 5 is reacted with hydrogen cyanide,followed by hydrolysis of the cyanohydrin to give the free acid (6). Compound 6 is converted to homocitrate (7) by the use of an improved procedure. Full article
Open AccessArticle An Expedient Synthesis of the Sugarcane Borer Pheromone Components
Molecules 1998, 3(2), 35-40; doi:10.3390/30200035
Received: 9 October 1997 / Accepted: 20 January 1998 / Published: 13 February 1998
Cited by 4 | PDF Full-text (30 KB)
Abstract
A practical synthesis of the title compounds has been developed. The salient features of the synthesis were i) use of easily accessible starting materials viz. aleuritic acid, 10-undecenoic acid, cyclohexanone etc. and ii) fixation of the required olefinic geometry via [...] Read more.
A practical synthesis of the title compounds has been developed. The salient features of the synthesis were i) use of easily accessible starting materials viz. aleuritic acid, 10-undecenoic acid, cyclohexanone etc. and ii) fixation of the required olefinic geometry via Wittig and acetylenic routes. Full article
Open AccessCommunication A Three Step Synthesis of 11-Cycloheptylundecanoic Acid, a Component of the Thermoacidophile Alicyclobacillus cycloheptanicus
Molecules 1998, 3(2), 41-43; doi:10.3390/30200041
Received: 20 November 1997 / Accepted: 20 January 1998 / Published: 13 February 1998
PDF Full-text (11 KB)
Abstract A simple synthesis of the methyl ester of 11-cycloheptylundecanoic acid (1), isolated from the lipid fraction of the thermoacidofile, Alicyclobacillus cycloheptanicus has been developed. This involved regioselective Grignard coupling between cycloheptylmagnesium bromide and methyl 11-bromoundecanoate (2), prepared from 10- undecanoic acid. Full article
Open AccessArticle A Short and Efficient Synthesis of (R)-Phoracantholide I
Molecules 1998, 3(2), 44-47; doi:10.3390/30200044
Received: 16 January 1998 / Accepted: 26 January 1998 / Published: 13 February 1998
Cited by 1 | PDF Full-text (27 KB)
Abstract
A short and efficient chemoenzymatic synthesis of the title compound has been developed. The salient features of the synthesis were i) preparation of the required chiron via a porcine pancreatic lipase (PPL) catalyzed esterification of a ω-functionalized 2-alkanol and ii) use of [...] Read more.
A short and efficient chemoenzymatic synthesis of the title compound has been developed. The salient features of the synthesis were i) preparation of the required chiron via a porcine pancreatic lipase (PPL) catalyzed esterification of a ω-functionalized 2-alkanol and ii) use of easily accessible and inexpensive materials/ reagents. Full article

Other

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Open AccessShort Note 1-Methyl-3-nitro-5-methoxycarbonyl Pyrazole
Molecules 1998, 3(2), M46; doi:10.3390/M46
Received: 3 February 1998 / Published: 18 February 1998
PDF Full-text (88 KB) | Supplementary Files
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Open AccessShort Note Ethyl-(R,S)-5-acetyl-4,5-dihydro-3-isoxazole Acetate
Molecules 1998, 3(2), M47; doi:10.3390/M47
Received: 3 February 1998 / Published: 18 February 1998
PDF Full-text (91 KB) | Supplementary Files
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Open AccessShort Note (+)-8-Hydroxy-labdan-17-oic Acid
Molecules 1998, 3(2), M48; doi:10.3390/M48
Received: 5 February 1998 / Published: 18 February 1998
PDF Full-text (95 KB) | Supplementary Files
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Open AccessBook Review Polymer Syntheses, Vol. 3, 2nd Edition. By Stanley R. Sandler
Molecules 1998, 3(2), 48; doi:10.3390/30200048
Received: 31 October 1997 / Published: 28 February 1998
PDF Full-text (4 KB)
Open AccessBook Review Classics in Total Synthesis. By K.C. Nicolaou and E. J. Sorensen
Molecules 1998, 3(2), 49; doi:10.3390/30200049
Received: 31 October 1997 / Published: 28 February 1998
PDF Full-text (3 KB)
Open AccessBook Review NMR of Polymers. By F. A. Bovey Frank Bovey
Molecules 1998, 3(2), 50; doi:10.3390/30200050
Received: 31 October 1997 / Published: 28 February 1998
PDF Full-text (3 KB)

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