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1.
A new synthesis of α,β-unsaturated γ- and δ-lactones involving the intramolecular acylation of α-sulfinyl carbanion followed by pyrolysis is described. 相似文献
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Groth T Renil M Meinjohanns E 《Combinatorial chemistry & high throughput screening》2003,6(7):589-610
This review will cover the entire hit identification process performed with biocompatible, aqueous solvated, poly[ethylene glycol] (PEG) based resins - from synthesis, through screening, to analysis. The different types of resins (including their preparation) will be discussed and compared individually. Examples of one-bead-one-compound substrate libraries will be presented, as will one-bead-two-compounds libraries used for the discovery of enzyme inhibitors. The review includes a section covering organic and bio-organic reactions performed on all-PEG resins and discusses on-bead screening of the libraries with biomolecules. Finally, analysis of compounds on single beads, either via investigation by on-bead NMR or by ladder-coding of the combinatorial compound is covered. In general, the review will focus on chemistry, libraries, synthesis, screening, and analysis, using all-PEG based resins. 相似文献
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The Li/K-derivative 6 is used to synthesize the title compounds ( 3a and 4a ) in enantiomerically pure form from (?)-(S)-propylene epoxide. The C,C bond forming key step leading to the hydroxyketone 7 is followed by cyclization (→, 8 ), Beckmann cleavage (→ 9b ) and hydrolysis to 3a (recently isolated from civet). Base treatment of 3a opens the ring ( 10 ) to give the hydroxyacid 1 which is cyclized to the macrolide 4a . The synthetic usefulness of the highly nucleophilic doubly reduced dienone system 6 as d5-reagent (see synthons 2) is thus demonstirated. 相似文献
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Radical Cyclization/ipso‐1,4‐Aryl Migration Cascade: Asymmetric Synthesis of 3,3‐Difluoro‐2‐propanoylbicyclo[3.3.0]octanes 下载免费PDF全文
Watcharaporn Thaharn Dr. Darunee Soorukram Dr. Chutima Kuhakarn Dr. Patoomratana Tuchinda Prof. Dr. Vichai Reutrakul Prof. Dr. Manat Pohmakotr 《Angewandte Chemie (International ed. in English)》2014,53(8):2212-2215
A novel method for the asymmetric synthesis of 3,3‐difluoro‐2‐propanoylbicyclo‐[3.3.0]octanes involves an unprecedented intramolecular radical cyclization/ipso‐1,4‐aryl migration cascade. 相似文献
5.
1-Phenylsulfinyl-1-(trimethylsilyl)cyclopropane reacts with aldehydes in the presence of Bu4NF to give 1-phenylsulfinyl-1-(α-hydroxyalkyl)cyclopropanes. 相似文献
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Manat Pohmakotr 《Tetrahedron》2005,61(22):5311-5321
(±)-Thuriferic acid ethyl ester, its analogues as well as (±)-picropodophyllone have been prepared. The synthetic strategy is based on the utility of vicinal dianions derived from α-aroylsuccinic esters. 相似文献
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(±)-Indolizidines 167B and 209D, their epimers and (±)-tashiromine have been successfully synthesized, starting from simple γ- or α-lactams. The strategy involves the cyclization of α-sulfinyl carbanion onto the carbonyl group of the lactam ring as the key step, leading to the indolizidines containing the phenylsulfinyl group, which are used as precursors for the preparation of the title compounds. 相似文献
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Punirun T Peewasan K Kuhakarn C Soorukram D Tuchinda P Reutrakul V Kongsaeree P Prabpai S Pohmakotr M 《Organic letters》2012,14(7):1820-1823
Fluoride-catalyzed stereoselective nucleophilic addition of PhSCF(2)SiMe(3) (1) to α-carboethoxycycloalkanones 2 followed by intramolecular radical cyclization of the resulting cis-3 adduct afforded the corresponding gem-difluoromethylenated bicyclic compounds 4, which underwent ring-expansion followed by the Baeyer-Villiger-type oxidation of the resulting macrocyclic ketone intermediates to give gem-difluoromethylenated macrocyclic lactones 5. 相似文献
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