- Synthesis of the cytotoxic sponge metabolite haliclamine A
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A new convergent and unified synthesis of the marine natural alkaloid haliclamine A is described. The synthesis of 3-alkylpyridine monomers 8 and 9 was first achieved from a common thiophene intermediate 5. These syntheses make use of thiophene chemistry and the ability of cyclopropylcarbinols 20 and 21 to rearrange to the homoallylic bromides 22 and 23, respectively. The Zincke procedure for the synthesis of pyridinium salts was then applied to the corresponding amino derivatives 8 and 9 to give efficiently unsymmetrical bis-pyridinium macrocycle 1, whose reduction afforded haliclamine A.
- Michelliza, Sophie,Al-Mourabit, Ali,Gateau-Olesker, Alice,Marazano, Christian
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- CuBr2-catalyzed ring opening/formylation reaction of cyclopropyl carbinols with DMF to synthesize formate esters
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An unprecedented protocol for the synthesis of formate esters has been developed by employing N,N-dimethylformamide (DMF) as both the source of CHO and solvent. This reaction undergoes ring opening of the cyclopropyl carbinols and in situ formation of homoallylic alcohols, which reacts with DMF to give the desired products. The substrate cyclopropyl carbinols with different groups participate smoothly in this process and the desired products are obtained in moderate to good yields.
- Zhuang, Daijiao,Gatera, Tharcisse,Yan, Rulong
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supporting information
(2020/10/19)
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- THIOPHENE- SUB STITUED TETRACYCLIC COMPOUNDS AND METHODS OF USE THEREOF FOR THE TREATMENT OF VIRAL DISEASES
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Disclosed are novel Thiophene-Subsituted Tetracyclic Compounds of Formula (I). And pharmaceutically acceptable salts thereof, wherein A, A', R2, R3, R4 and R5 are as defined herein. The compositions comprising at least one Thiophene-Subsituted Tetracyclic Compounds, and methods of using the Thiophene-Subsituted Tetracyclic Compounds for treating or preventing HCV infection in a patient are also disclosed.
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Page/Page column 115
(2014/08/06)
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- THIOPHENE-SUBSTITUTED TETRACYCLIC COMPOUNDS AND METHODS OF USE THEREOF FOR TREATMENT OF VIRAL DISEASES
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Thiophene-substituted tetracyclic compounds of formula (I) and pharmaceutically acceptable salts thereof, wherein A, A', R2, R3, R4 and R5 are as defined herein. The compositions comprising at least one thiophene-substituted tetracyclic compound, and methods of using the thiophene-substituted tetracyclic compounds for treating or preventing HCV infection in a patient are also provided.
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Page/Page column 129
(2014/08/06)
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- An efficient and transition metal free protocol for the transfer hydrogenation of ketones as a continuous flow process
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We report the efficient reduction of a selection of ketones to the corresponding secondary alcohols using only catalytic amounts of LiOtBu in iPrOH facilitated by using a continuous flow reactor.
- Sedelmeier, Joerg,Ley, Steven V.,Baxendale, Ian R.
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experimental part
p. 683 - 685
(2010/04/23)
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- Pyran-2-ones and 5,6-dihydropyran-2-ones useful for treating hyperplasia and other diseases
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Certain 2H-pyran-2-ones are useful for treating benign prostatic hypertrophy or hyperplasia, prostatic cancer, alopecia, hirsutism, acne vulgaris and seborrhea.
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Page 34, 150
(2010/02/05)
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