Highly Diastereoselective Lithium Enolate Aldol Reactions of Butane-2,3-diacetal Desymmetrized Glycolic Acid and Deprotection to Eantiopure anti-2,3-Dihydroxy Esters

Darren J. Dixon; Steven V. Ley; Alessandra Polara; Tom Sheppard

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Highly Diastereoselective Lithium Enolate Aldol Reactions of Butane-2,3-diacetal Desymmetrized Glycolic Acid and Deprotection to Eantiopure anti-2,3-Dihydroxy Esters

机译：丁烷-2,3-二缩醛不对称乙醇酸的高度非对映选择性烯醇锂羟醛反应及对Eantiopure抗2,3-二羟基酯的脱保护

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The butane-2,3-diacetal (BDA) desymmetrized glycolic acid building block 1 undergoes efficient and highly diastereoselective lithium enolate aldol reactions with both aroamtic and aliphatic aldehydes to afford, after an acidic methanolysis deprotection step, the enantiopure anti-2,3-dihydroxy esters in good yield.

机译：丁烷2,3-二缩醛（BDA）不对称的乙醇酸结构单元1与芳香族和脂肪族醛类进行高效且高度非对映选择性的烯醇酸锂醛醇缩醛反应，在酸性甲醇分解脱保护步骤后得到对映纯的抗2,3-二羟基酯收率好。

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《Organic letters》 |2001年第23期|共4页
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Darren J. Dixon; Steven V. Ley; Alessandra Polara; Tom Sheppard;
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1. Highly Diastereoselective Lithium Enolate Aldol Reactions of Butane-2,3-diacetal Desymmetrized Glycolic Acid and Deprotection to Eantiopure anti-2,3-Dihydroxy Esters [J] . Darren J. Dixon, Steven V. Ley, Alessandra Polara, Organic letters . 2001,第23期

机译：丁烷-2,3-二缩醛不对称乙醇酸的高度非对映选择性烯醇锂羟醛反应及对Eantiopure抗2,3-二羟基酯的脱保护
2. Michael,Michael-aldol and Michael-Michael reactions of enolate equivalents of butane-2,3-diacetal protected glycolic acid derivatives [J] . Steven V.Ley, Darren J.Dixon, Richard T.Guy, Organic & biomolecular chemistry . 2005,第22期

机译：丁烷-2,3-二缩醛保护的乙醇酸衍生物的烯醇式当量的Michael，Michael-aldol和Michael-Michael反应
3. Diastereoselective aldol reactions with butane-2,3-diacetal protected glyceraldehyde derivatives [J] . Knudsen KR, Stepan AF, Michel P, Organic & biomolecular chemistry . 2006,第8期

机译：与2,3-丁醛保护的甘油醛衍生物的非对映选择性羟醛反应
4. Utilization of Chelated Germyl Enolates toward Synthesis of Functionalized Compounds: Diastereoselective Aldol Reaction and Transformation of Germanium-Carbon Bond [C] . Yohei Minami, Akihito Konishi, Makoto Yasuda 日本化学会春季年会講演予稿集 . 2018

机译：利用螯合衍生物掺入官能化化合物的合成：非对映选择性醛醇反应和锗 - 碳键的转化
5. 1. Studies directed toward the synthesis of 20B-carbachaparrinone analogs via a samarium (II) iodide ring closure of a highly functionalized intermediate. 2. Synthesis of 5-oxo-cyclopent-1-enecarboxylic acid methyl esters via a novel tandem aldol-knoevenagel condensation. 3. Novel carbocyclic ring formation via intramolecular enol trapping of an allyl cation in acidic polar media. [D] . DeSelms, Robert Herschel. 2002

机译：1.研究针对通过高度官能化中间体的碘化sa（II）闭环合成20B-氨基苯甲酰吗啉酮类似物。 2.通过新型串联的羟醛-knoevenagel缩合合成5-氧代-环戊-1-烯羧酸甲酯。 3.通过在酸性极性介质中烯丙基阳离子的分子内烯醇捕获而形成新的碳环。
6. ESTER DERIVED TITANIUM ENOLATE ALDOL REACTION: HIGHLY DIASTEREOSELECTIVE SYNTHESIS OF SYN- AND ANTI-ALDOLS [O] . Arun K. Ghosh, Steve Fidanze, Masanobu Onishi, -1

机译：酯衍生的烯醇钛的ALDOL反应：高非对映选择性合成的顺式和反式醇
7. Catalytic Enantio- and Diastereoselective Aldol Reactions of Glycine-Derived Silicon Enolate with Aldehydes: An Efficient Approach to the Asymmetric Synthesis of anti-b-Hydroxy-a-Amino Acid Derivatives [O] . -1

机译：甘氨酸衍生的硅与醛烯醇衍生硅和非对映选择性的醛醇反应：一种有效的抗B-羟基-α-氨基酸衍生物合成的方法

Highly Diastereoselective Lithium Enolate Aldol Reactions of Butane-2,3-diacetal Desymmetrized Glycolic Acid and Deprotection to Eantiopure anti-2,3-Dihydroxy Esters

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