REVERSAL OF STEREOSELECTIVITY IN THE EVANS ALDOL REACTION OF ALPHA,ALPHA-DIFLUORO AND ALPHA,ALPHA,ALPHA-TRIFLUORO CARBONYL COMPOUNDS

Iseki K.; Kobayashi Y.; Oishi S.

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REVERSAL OF STEREOSELECTIVITY IN THE EVANS ALDOL REACTION OF ALPHA,ALPHA-DIFLUORO AND ALPHA,ALPHA,ALPHA-TRIFLUORO CARBONYL COMPOUNDS

机译：阿尔法，阿尔法-二氟和阿尔法，阿尔法，阿尔-三氟羰基化合物的埃文斯-ALDOL反应中的立体选择性的逆转

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The Evans aldol reaction of hexafluoroacetone and trifluoroacetaldehyde causes complete reversal of diastereofacial selectivity. The boron enolate derived from N-acyloxazolidinone 2 reacts with trifluoroacetaldehyde to give anti and ''non-Evans'' syn aldols with stereoselectivity in the range of 7:3-17:3. With alpha,alpha-difluoroaldehyde 4b, a small amount of the normal syn aldol was formed. However, the anti aldol was the major product. [References: 36]

机译：六氟丙酮和三氟乙醛的埃文斯醛醇醛缩合反应可完全逆转非对映选择性。衍生自N-酰基氧杂唑烷酮2的烯醇硼与三氟乙醛反应生成立体选择性为7：3-17：3的抗和“非Evans”顺式醇醛。用α，α-二氟醛4b，形成少量的正常顺式醇醛。但是，抗羟醛是主要产品。 [参考：36]

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《Tetrahedron》 |1996年第1期|共14页
作者
Iseki K.; Kobayashi Y.; Oishi S.;
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正文语种 eng
中图分类有机化学;
关键词
Acyclic stereoselection; Fluoroorganic compounds; Asymmetric-synthesis; Alpha-amino; Condensations; Aldehydes; Reduction; Enolate; Esters;

机译：无环立体选择氟有机化合物不对称合成α-氨基缩合醛还原壬酸酯酯;

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1. REVERSAL OF STEREOSELECTIVITY IN THE EVANS ALDOL REACTION OF ALPHA,ALPHA-DIFLUORO AND ALPHA,ALPHA,ALPHA-TRIFLUORO CARBONYL COMPOUNDS [J] . Iseki K., Kobayashi Y., Oishi S. Tetrahedron . 1996,第1期

机译：阿尔法，阿尔法-二氟和阿尔法，阿尔法，阿尔-三氟羰基化合物的埃文斯-ALDOL反应中的立体选择性的逆转
2. Mild Synthesis of beta-Amino-alpha,alpha-difluoro Ketones from Acylsilanes and Trifluoromethyltrimethylsilane in a One-Pot Imino Aldol Reaction [J] . Sylvain Jonet, Franck Cherouvrier, Charles Portella, European journal of organic chemistry . 2005,第20期

机译：一锅氨基羟醛反应中由酰基硅烷和三氟甲基三甲基硅烷轻度合成β-氨基-α，α-二氟酮
3. Direct,pyrrolidine sulfonamide promoted enantioselective aldol reactions of alpha,alpha-dialkyl aldehydes:synthesis of quaternary carbon-containing beta-hydroxy carbonyl compounds [J] . Wei Wang, Hao Li, Jian Wang Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2005,第30期

机译：直接，吡咯烷磺酰胺促进的α，α-二烷基醛的对映选择性羟醛反应：含季碳的β-羟基羰基化合物的合成
4. Direct Generation of Ti-enolate of alpha-CF_3 Ketone: Theoretical Study,and High Yielding and Diastereoselective Aldol Reaction [C] . Yoshimitsu Itoh, Masahiro Yamanaka, Koichi Mikami Symposium on Organometallic Chemistry . 2004

机译：直接产生α-CF_3酮的Ti-enolate：理论研究，以及高产和非对映选择性醛醇反应
5. Stereoselective formation of all carbon quaternary centers: Synthesis of alpha,alpha-disubstituted beta-amino carbonyl compounds via the Mannich reaction and total synthesis of (-)-puraquinonic acid. [D] . Tiong, Erica Anne. 2011

机译：所有碳四元中心的立体选择性形成：通过曼尼希反应合成α，α-二取代的β-氨基羰基化合物，以及（-）-嘌呤奎尼酸的全合成。
6. Tumour necrosis factor-alpha (TNF-alpha) synthesis is associated with the skin and peripheral nerve pathology of leprosy reversal reactions. [O] . S Khanolkar-Young, N Rayment, P M Brickell, 1995

机译：肿瘤坏死因子-α（TNF-alpha）的合成与麻风逆反应的皮肤和周围神经病理相关。
7. Chemoselective Reduction of .ALPHA.,.BETA.-Epoxy Carbonyl Compounds to.BETA.-Hydroxy Carbonyl Compounds (Aldols and Their Analogues) by Organoseleniums and Its Application to Natural Product Synthesis. [O] . Toshio SUZUKI, Masaaki MIYASHITA 1998

机译：化学选择性降低。，。，。β-环氧羰基化合物。通过有机烯丙基羟基羰基化合物（Aldols及其类似物）及其在天然产物合成中的应用。
8. On the reactions of carbonyl compounds with N-salicylideneglycinato-aquo-copper. II - Syntheses of beta-hydroxy alpha-amino acid from glycine [R] . Harada, K., Oh-Hashi, J.-I. 1966

机译：关于羰基化合物与N-亚水杨基甘氨酸 - 铜 - 铜的反应。 II-从甘氨酸合成β-羟基α-氨基酸

REVERSAL OF STEREOSELECTIVITY IN THE EVANS ALDOL REACTION OF ALPHA,ALPHA-DIFLUORO AND ALPHA,ALPHA,ALPHA-TRIFLUORO CARBONYL COMPOUNDS

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