Trifluoroacetic acid-mediated facile transformation of 2-C-hydroxymethyl-d-glycals to chiral pyrano[2,3-b]benzopyrans

Santhi M.; Balasubramanian K.K.; Bhagavathy S.

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Trifluoroacetic acid-mediated facile transformation of 2-C-hydroxymethyl-d-glycals to chiral pyrano[2,3-b]benzopyrans

机译：三氟乙酸介导的2-C-羟甲基-d-糖向手性吡喃并[2,3-b]苯并吡喃的简便转化

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摘要

Treatment of 2-C-hydroxymethyl-d-glycals with phenols in trifluoroacetic acid at ambient temperature leads to an extremely facile transformation affording chiral pyrano[2,3-b]benzopyrans in high yields.

机译：在环境温度下用苯酚在三氟乙酸中处理2-C-羟甲基-d-糖基可导致极为简便的转化，从而以高收率获得手性吡喃并[2,3-b]苯并吡喃。

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《Carbohydrate research》 |2009年第4期|共5页
作者
Santhi M.; Balasubramanian K.K.; Bhagavathy S.;
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正文语种 eng
中图分类有机化学;
关键词
2-C-Hydroxymethyl-d-glycal; Ferrier rearrangement; Intramolecular cyclization; Pyranobenzopyrans; Trifluoroacetic acid;

机译：2-C-羟甲基-d-缩醛;重链重排;分子内环化;吡喃并吡喃;三氟乙酸;

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1. Trifluoroacetic acid-mediated facile transformation of 2-C-hydroxymethyl-d-glycals to chiral pyrano[2,3-b]benzopyrans [J] . Santhi M., Balasubramanian K.K., Bhagavathy S. Carbohydrate research . 2009,第4期

机译：三氟乙酸介导的2-C-羟甲基-d-糖向手性吡喃并[2,3-b]苯并吡喃的简便转化
2. Chiral 2-C-methylene glycosides and carbohydrate-derived pyrano[2,3-b][[1]benzopyrans:synthesis via InCl_3 catalyzed stereoselective Ferrier rearrangement of 2-C-acetoxymethyl glycal derivatives [J] . Rina Ghosh, Arijit Chakraborty, Dilip K.Maiti, Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2005,第46期

机译：手性2-C-亚甲基糖苷和碳水化合物衍生的吡喃并[2,3-b] [[1]苯并吡喃：通过InCl_3催化的2-C-乙酰氧基甲基糖基衍生物的立体选择性重排进行合成
3. Chiral 2-C-methylene glycosides and carbohydrate-derived pyrano[2,3-b][[1]benzopyrans:synthesis via InCl_3 catalyzed stereoselective Ferrier rearrangement of 2-C-acetoxymethyl glycal derivatives [J] . Rina Ghosh, Arijit Chakraborty, Dilip K.Maiti, Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2005,第46期

机译：手性2-C-亚甲基糖苷和碳水化合物衍生的吡喃并[2,3-b] [[1]苯并吡喃：通过InCl_3催化的2-C-乙酰氧基甲基糖基衍生物的立体选择性重排进行合成
4. ACETOLYSIS OF BRIDGED CHIRAL BENZOPYRANS, LEADING TO SYNTHESIS OF GALACTAL-BASED OXEPANES [C] . Simelane S.B., Williams D.B.G., Kinfe H.H International Carbohydrate Symposium . 2013

机译：桥接性手性苯并吡喃的乙酰溶解，导致半乳糖族氧气的合成
5. Part I. Asymmetric synthesis of bicyclic analogues of risedronate as molecular probes of the mechanism of action of bisphosphonate antiosteoporotic drugs and potentially more efficacious antiosteoporotic agents. Part II. Facile preparation and functionalization of chiral stabilized ylides from common chiral auxiliaries using the Bestmann ylide and their use in Wittig reactions. Part III. Asymmetric organocatalysis: 1. An investigation of alpha-hydroxylation of aldehydes; 2. Synthesis of a novel camphor-based alpha-aminotetrazole organocatalyst. [D] . Song, Xinyi. 2007

机译：第一部分：利塞膦酸盐双环类似物的不对称合成，作为双膦酸盐类抗骨质疏松药和潜在更有效的抗骨质疏松药作用机理的分子探针。第二部分使用Bestmann内酯从常见手性助剂轻松制备和官能化手性稳定化的叶基及其在Wittig反应中的用途。第三部分不对称有机催化：1.醛的α-羟基化研究； 2.合成新的基于樟脑的α-氨基四唑有机催化剂。
6. 5-Fluoro-6′H7′H8′H-spiroindoline-37′-pyrano32-c:56-c′di-1-benzopyran-26′8′-trione [O] . Abdulrahman I. Almansour, Raju Suresh Kumar, Natarajan Arumugam, 2012

机译：5-氟-6H7H8H-螺吲哚啉-37-吡喃32-c：56-c di-1-苯并吡喃 -26 ′8′-三酮
7. New and Facile Synthesis of Substituted Pyrrole, Pyridine, Pyrazolo[4,3-b] Pyridine, Pyrano[3,2-c] Quinoline, Napthopyran, Naphthodipyran and Coumarin Derivatives [O] . A. A. Elagamey, F. M. A. El-Taweel 2013

机译：新型简便合成取代的吡咯，吡啶，吡唑并[4,3-b]吡啶，吡喃并[3,2-c]喹啉，萘并吡喃，萘并吡喃和香豆素衍生物

Trifluoroacetic acid-mediated facile transformation of 2-C-hydroxymethyl-d-glycals to chiral pyrano[2,3-b]benzopyrans

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