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1.
Jia-Xuan Liu Shi-Peng Zhang Feng-Sen Sun Hui Li Ya-Ling Gong Shi-Chao Lu Shu Xu 《Angewandte Chemie (International ed. in English)》2023,62(22):e202303229
Naphthospironone A, a polyhydroxy cagelike bioactive natural product, was synthesised for the first time in this study. The spiro[bicyclo[3.2.1]octane-pyran] core was constructed by an acid-promoted epoxide-opening lactonisation and a base-induced intramolecular aldol-type cyclisation. 相似文献
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Heping Deng Wei Cao Rong Liu Yanhui Zhang Prof. Dr. Bo Liu 《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2017,129(21):5943-5946
Asymmetric total synthesis of the dimeric diterpenoid hispidanin A was accomplished by non-catalytic Diels–Alder cycloaddition at room temperature. The synthesis relies on iron-catalyzed coupling to construct a Z-configured trisubstituted alkene, an iron-catalyzed radical cascade to generate a labdane-type diene, and both Yamamoto cationic polyene cyclization and palladium-catalyzed Stille coupling to generate a totarane-type dienophile. 相似文献
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Yasuyuki Kita Kazuhiro Higuchi Yutaka Yoshida Kiyosei Iio Shinji Kitagaki Shuji Akai Hiromichi Fujioka 《Angewandte Chemie (International ed. in English)》1999,38(5):683-686
Seventeen years after the isolation of the promising antitumor antibiotic fredericamycin A, the first asymmetric total synthesis of this compound has been accomplished and thereby its absolute configuration established. The key feature is the regiocontrolled [4+2] cycloaddition of 3 to 2 , which was obtained by the stereospecific rearrangement of 1 . Cp = (−)‐camphanoyl. 相似文献
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The first total synthesis of the diastereoisomers A and B of the natural product Tuxpanolide have been achieved through the stereo‐controlled construction of optically active β‐hydroxyl‐γ‐butyrolactones, the aldol coupling, dehydration and deprotection reaction with the p‐TsOH as the key steps. 相似文献
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This review describes our efforts toward achieving catalytic asymmetric total synthesis of leucinostatin A, a compound that interferes with the tumor‐stroma interaction. The synthesis utilizes four catalytic asymmetric reactions, including direct‐type reactions exemplified by high atom‐economy, and three C?C bond forming reactions. Thorough analysis of the NMR data, HPLC profiles, and biologic activity led us to unambiguously revise the absolute configuration regarding the 6‐position of the AHMOD residue side chain from S (reported) to R. Other examples of previously reported important studies on the stereoselective synthesis of HyLeu and AHMOD are also described. 相似文献
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Chao Lv Dr. Xiaohui Yan Qian Tu Dr. Yingtong Di Dr. Chunmao Yuan Dr. Xin Fang Prof. Dr. Yaacove Ben‐David Lei Xia Prof. Dr. Jianxian Gong Prof. Dr. Yuemao Shen Prof. Dr. Zhen Yang Prof. Dr. Xiaojiang Hao 《Angewandte Chemie (International ed. in English)》2016,55(26):7539-7543
A novel limonoid, perforanoid A, was isolated, and an asymmetric total synthesis was achieved in 10 steps. The key steps are chiral tertiary aminonaphthol mediated enantioselective alkenylation of an aldehyde to an allylic alcohol, Pd‐catalyzed coupling of the allylic alcohol with vinyl ether to form the γ‐lactone ring, and cyclopentenone ring formation through a Rh‐catalyzed Pauson–Khand reaction. Preliminary studies show that perforanoid A is cytotoxic towards HEL, K562, and CB3 tumor cell lines. 相似文献
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Mauricio Gomes Constantino Milton Beltrame Jr. Gil Valdo José da Silva Julio Zukerman-Schpector 《合成通讯》2013,43(2):321-329
A 12-step synthesis of the natural product (+)-Artemisinin, very active against malaria, is described. (-)-Isopulegol, which already contains two of the asymmetric centers of (+)-Artemisinin in the correct absolute configuration, was used as starting material. 相似文献
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Shupeng Zhou Hao Chen Yijie Luo Wenhao Zhang Prof. Dr. Ang Li 《Angewandte Chemie (International ed. in English)》2015,54(23):6878-6882
The first total synthesis of mycoleptodiscin A, a structurally unusual indolosesquiterpenoid possessing an ortho‐benzoquinone motif, has been accomplished. A sulfone alkylation coupled two readily available fragments to give an aryl triene intermediate. The tetracyclic core of the molecule was assembled through a highly enantioselective iridium‐catalyzed polyene cyclization. The benzylic homologation was achieved by a cationic cyanation. The indole motif was constructed via a copper‐mediated intramolecular C? N bond formation at a late stage. 相似文献
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Suh YG Kim SA Jung JK Shin DY Min KH Koo BA Kim HS 《Angewandte Chemie (International ed. in English)》1999,38(23):3545-3547
Diastereoselective vinyl addition to an amide carbonyl group and amide enolate induced aza-Claisen rearrangement are the key steps in the first asymmetric total synthesis of fluvirucinine A(1) (1), the aglycon of fluvirucin A(1). Fluvirucins are a class of macrolactam antibiotics produced by actinomycete strains that show promising biological properties. 相似文献
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Kengo Oka Shunsuke Fuchi Dr. Keita Komine Dr. Hayato Fukuda Prof. Dr. Susumi Hatakeyama Prof. Dr. Jun Ishihara 《Chemistry (Weinheim an der Bergstrasse, Germany)》2020,26(56):12862-12867
The catalytic asymmetric total synthesis of (−)-exiguolide, a complex 20-membered macrolide embedded with a bis(tetrahydropyran) motif, is reported. The convergent synthesis involves the construction of the C1–C11 tetrahydropyran segment via catalytic asymmetric allylation and Prins cyclization, and the formation of the C12–C21 phosphonate segment via catalytic asymmetric cyclocondensation reaction and Johnson–Claisen rearrangement. The synthesis of 15-epi-exiguolide is also described. 相似文献
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A highly convergent stereoselective total synthesis of stagonolide F is described starting from commercially available 5-hexen 1-ol using asymmetric dihydroxylation, Jacobsen's hydrolytic kinetic resolution (HKR), regioselective epoxide ring opening with vinyl Grignard reaction, esterification, and ring-closing metathesis (RCM) as key steps. 相似文献
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Dasari Ramesh Singanaboina Rajaram Peddikotla Prabhakar Udugu Ramulu Dorigondla Kumar Reddy Yenamandra Venkateswarlu 《Helvetica chimica acta》2011,94(7):1226-1233
A simple asymmetric total synthesis of stagonolide G ( 1 ) is described. Asymmetric dihydroxylation, regioselective epoxide ring opening, and vinyl Grignard reactions are involved in generating the stereogenic centers C(4) and C(8), followed by Grubbs‐II‐catalyzed ring‐closing metathesis (RCM). 相似文献
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A catalytic version has now been developed for the enantioselective total synthesis of epothilone A (1). The key is the use of multifunctional asymmetric catalyses for a direct aldol reaction and cyanosilylation. This successful approach demonstrated the usefulness of these reactions for the catalytic asymmetric synthesis of complex molecules. 相似文献
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Abstract The Diels-Alder adduct (+)?1 of furan to 1-cyanovinyl (1′S)-campha-nate was converted to methyl 3,5-O-diacetyl-2,6-deoxy-β-L-lyxo-hexofurano-side ((+)?12), a protected form of 2-deoxy-L-fucose, in 8 steps and 16.6% overall yield. 相似文献
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《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2017,129(41):12882-12885
A concise, divergent, asymmetric total syntheses of mulinane diterpenoids has been achieved. Specifically, a new strategy was developed featuring a key intramolecular Friedel–Crafts reaction to construct the chiral fused 5‐6‐6 tricyclic motif, followed by sequential Birch reduction, conjugate methylation, and homologation/ring‐expansion reactions to furnish the desired 5‐6‐7 tricyclic skeleton bearing five contiguous stereocenters. With this efficient strategy, seven mulinane diterpenoids and two analogues were synthesized via late‐stage functional modification or functionalization in 8.6–20 % overall yields and 11–15 steps. 相似文献