- Demethylative Lactonization Provides a Shortcut to High-Yielding Syntheses of Lamellarins
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Modular gram-scale syntheses of the trimethyl ethers of lamellarins G (6) and D (7) were achieved from readily accessible precursors in the highest overall yields reported to date (6, six steps, 82%; 7, seven steps, 86%). A novel demethylative lactonizati
- De Koning, Charles B.,Klintworth, Robin,Michael, Joseph P.
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- Practical Decagram-Scale Synthesis of a Lamellarin Analogue and Deprotection of Lamellarin Isopropyl Ethers
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Modular syntheses of naturally occurring lamellarin ε (5) and the synthetic analogue dehydrolamellarin J (6), both of them promising lead candidates for anticancer activity, were accomplished in high overall yields. Key steps in these routes are a late-st
- Klintworth, Robin,de Koning, Charles B.,Michael, Joseph P.
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p. 3860 - 3871
(2020/06/17)
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- Total synthesis of racemic 1-aryl-tetrahydroisoquinoline alkaloids
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A new synthetic route was developed for the preparation of natural products cryptostyline I, II, III and 1-phenyl-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline. The Liebeskind-Srogl palladium-catalyzed carbon-carbon cross-coupling protocol was use
- ábrányi-Balogh, Péter,F?ldesi, Tamás,Milen, Mátyás
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p. 1907 - 1912
(2015/10/29)
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- Aza-annulation as a versatile approach to the synthesis of non-benzodiazepene compounds for the treatment of sleep disorders
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The aza-annulation of enamino ester substrates has been demonstrated as an efficient alternative to the syntheses of non-benzodiazepine sleep inducers. Enamino ester substrates derived from aryl, thiophene, and indole functionally were prepared from the c
- Benovsky, Petr,Stille, John R.
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p. 8475 - 8478
(2007/10/03)
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- Reactions of 1,2,3,4-Tetrahydroisoquinoline Derivatives with Sulfur
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1,2,3,4-Tetrahydroisoquinolines react with sulfur in pyridine to give two different types of products, depending on the structure of the starting compounds. 1-Substituted derivatives 1 undergo partial dehydrogenation with formation of the corresponding 3,4-dihydroisoquinolines 3. 1,2,3,4-Tetrahydroisoquinolines 5 bearing no substituent in 1-position yield the 3,4-dihydro-1(2H)isoquinolinethiones 6, comprising a new and simple synthesis of compounds 6.
- Ajzert, Ilona K.,Takacs, Kalman
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p. 1061 - 1064
(2007/10/02)
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- STEREOSPECIFIC SYNTHESIS OF SOME POLYCYCLIC CIS-β-LACTAMS
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Amides 1 on reaction with P2S5 in pyridine give thioamides 2 which on treatment with methyl iodide afford the corresponding 1-methylthio-3,4-dihydroisoquinolines 3.Annelation of these imines with phenoxyacetyl chloride in the presence of triethylamine furnish 6-methylthio-7-phenoxy-2',3'-dimethoxybenzooctem 4a and 6-methylthio-7-phenoxy-2',3'-methylenedioxybenzooctem 4b respectively.Desulphurisation of these β-methylthio-β-lactams with Raney nickel yield the novel polycylic cis-β-lactams 5a and 5b.
- Sharma, S. D.,Mehra, Usha,Gupta, P. K.
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p. 3427 - 3430
(2007/10/02)
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