Efficient syntheses of 6-prenylcoumarins and linear pyranocoumarins: Total synthesis of suberosin, toddaculin, O-methylapigravin (O-methylbrosiperin), O-methylbalsamiferone, dihydroxanthyletin, xanthyletin and luvangetin

Raghao S. Mali Priya P. Joshi Paramjeet Kaur Sandhu and Anita Manekar-Tilve

首页> 外文期刊>Journal of the Chemical Society, Perkin Transactions 1 >Efficient syntheses of 6-prenylcoumarins and linear pyranocoumarins: Total synthesis of suberosin, toddaculin, O-methylapigravin (O-methylbrosiperin), O-methylbalsamiferone, dihydroxanthyletin, xanthyletin and luvangetin

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Efficient syntheses of 6-prenylcoumarins and linear pyranocoumarins: Total synthesis of suberosin, toddaculin, O-methylapigravin (O-methylbrosiperin), O-methylbalsamiferone, dihydroxanthyletin, xanthyletin and luvangetin

机译：高效合成6-异戊二烯香豆素和线性吡喃香豆素：总皮脂蛋白，托达克林，O-甲基apigravin（O-甲基brosiperin），O-甲基balsamiferone，dihydroxanthanthyletin，xanthyletin和luvangetin的全合成

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Synthesis of naturally occurring 6-prenylcoumarins (1a, 2c and 3a) and their derivatives 1c, 1d, 1e, 2d and 3b–dnstarting from 2-prenyloxybenzaldehydes (8, 12 and 14) using tandem Claisen rearrangement and Wittig reactionnis described. The coumarins 1a, 1e and 2c are converted to dihydropyranocoumarins (5a–e). The conversion ofndihydroxanthyletin 5a and dihydroluvangetin 5d to the naturally occurring linear pyranocoumarins xanthyletinn6a and luvangetin 6b is also described.

机译：使用串联的克莱森重排和Wittig反应描述了从2-异戊氧基苯甲醛（8、12和14）开始合成天然存在的6-戊烯香豆素（1a，2c和3a）及其衍生物1c，1d，1e，2d和3b-dn。香豆素1a，1e和2c转化为二氢吡喃香豆素（5a–e）。还描述了ndihydroxanthyletinin 5a和dihydroluvangetin 5d到天然存在的线性吡喃香豆素xanthyletinn6a和luvangetin 6b的转化。

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《Journal of the Chemical Society, Perkin Transactions 1》 |2002年第3期|p.371-376|共6页
作者
Raghao S. Mali Priya P. Joshi Paramjeet Kaur Sandhu and Anita Manekar-Tilve;
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Garware Research Center, Department of Chemistry, University of Pune, Pune-411 007, India.E-mail: rsmali@chem.unipune.ernet.in;

Fax: u0001 (91) 020-5691728, 5693899;

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1. Efficient syntheses of 6-prenylcoumarins and linear pyranocoumarins: Total synthesis of suberosin, toddaculin, O-methylapigravin (O-methylbrosiperin), O-methylbalsamiferone, dihydroxanthyletin, xanthyletin and luvangetin [J] . Mali RS., Joshi PP., Sandhu PK., Journal of the Chemical Society, Perkin Transactions 1 . 2002,第3期

机译：高效合成6-异戊二烯香豆素和线性吡喃香豆素：总皮脂蛋白，托达克林，O-甲基apigravin（O-甲基brosiperin），O-甲基balsamiferone，dihydroxanthanthyletin，xanthyletin和luvangetin
2. Synthesis of linear pyranocoumarins: 4-methoxy- and 4,5-dimethoxy-xanthyletin [J] . Ahluwalia V. K., Ansari M. Aslam Current science . 1987,第03期

机译：线性吡喃香豆素的合成：4-甲氧基-和4,5-二甲氧基-黄thy素
3. Efficient iron-mediated approach to pyrano[3,2-a]carbazole alkaloids-first total syntheses of O-methylmurrayamine A and 7-methoxv murray acine, first asymmetric synthesis and assignment of the absolute configuration of (-)-trans-dihydroxygirinimbine [J] . Konstanze K. Gruner, Thomas Hopfmann, Kazuhiro Matsumoto, Organic & biomolecular chemistry . 2011,第7期

机译：高效的铁介导方法制备吡喃并[3,2-a]咔唑生物碱-O-甲基Murrayamine A和7-methoxv Murray胺的首次全合成，首次不对称合成和（-）-反式-二羟基基里宁的绝对构型分配
4. Part One. Efficient asymmetric synthesis of ring-A substituted tryptophans, synthesis of 6-methoxy-(D)-tryptophan required for the total synthesis of ring-A oxygenated indole alkaloids. Part Two. Syntheses of selective ligands for GABA(A)/benzodiazepine receptor subtypes . [D] . Ma, Chunrong. 2000

机译：第一部分。环A取代的色氨酸的高效不对称合成，环A氧化的吲哚生物碱的全合成所需的6-甲氧基-（D）-色氨酸的合成。第二部分。 GABA（A）/苯并二氮杂receptor受体亚型的选择性配体的合成。

Efficient syntheses of 6-prenylcoumarins and linear pyranocoumarins: Total synthesis of suberosin, toddaculin, O-methylapigravin (O-methylbrosiperin), O-methylbalsamiferone, dihydroxanthyletin, xanthyletin and luvangetin

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