首页> 外文学位 >Part I. Diastereoselective reductions of cyclic N-diphenylphosphinyl imines to N-diphenylphosphinyl amines using amine boranes. Part II. Studies directed towards the synthesis and reaction of phosphinyl enamides.

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Part I. Diastereoselective reductions of cyclic N-diphenylphosphinyl imines to N-diphenylphosphinyl amines using amine boranes. Part II. Studies directed towards the synthesis and reaction of phosphinyl enamides.

机译：第一部分：使用胺硼烷将环状N-二苯基膦基亚胺非对映选择性还原为N-二苯基膦基胺。第二部分研究针对次膦酰基烯酰胺的合成和反应。

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Part I. Various amine boranes were used in the reduction of substituted cyclic N-diphenylphosphinyl imines to the corresponding N-diphenylphosphinyl amines, which represent protected primary amines. t-Butylamine borane in methanol appeared to be the most efficient amine borane reagent to accomplish diastereoselective reductions. For reductions of 3- and 4-substituted cyclohexyl systems, this reagent showed a strong preference for axial attack to give the equatorial (trans) isomers. Results with 2-substituted cyclohexyl systems varied depending on the substituent, although all showed a preference for the trans isomer. Cyclopentyl and bicyclic imines were attacked from the less sterically hindered face.; Part II. Attempts to synthesize alkylphosphinyl imines from oximes using diphenylchlorophosphine and triethylamine at −50°C led instead to the corresponding phosphinyl enamides, which are apparently more thermodynamically stable. Attention was then turned to the utilization of the phosphinyl enamides in Diels-Alder cycloaddition reactions. This section describes the results.

机译：第一部分。各种胺硼烷可用于将取代的环状（N）-N -二苯基次膦亚胺还原为相应的-二苯基次膦亚胺，其代表受保护的伯胺。甲醇中的 t -丁胺硼烷似乎是完成非对映选择性还原的最有效的胺硼烷试剂。对于还原3-和4-取代的环己基体系，该试剂表现出强烈的轴向攻击力，以得到赤道（ trans ）异构体。 2-取代的环己基体系的结果随取代基的不同而有所变化，尽管所有结果都显示出对反式异构体的偏爱。环戊基和双环亚胺从空间受阻较小的面上受到攻击。第二部分。尝试在-50°C下使用二苯氯膦和三乙胺由肟合成肟的烷基次膦酰基亚胺导致产生相应的次膦酰基烯酰胺，显然，它们在热力学上更稳定。然后将注意力转向在Diels-Alder环加成反应中使用次膦酰基烯酰胺。本节介绍结果。

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作者
Rutkowsky, Susan A.;
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作者单位

Drexel University.;

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授予单位 Drexel University.;
学科 Chemistry Organic.
学位 Ph.D.
年度 2000
页码 p.5333
总页数 224
原文格式 PDF
正文语种 eng
中图分类有机化学;
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1. STEREOSELECTIVE HYDRIDE REDUCTIONS OF CYCLIC N-DIPHENYLPHOSPHINYL IMINES - HIGHLY DIASTEREOSELECTIVE SYNTHESES OF PROTECTED PRIMARY AMINES [J] . Hutchins RO., Rutledge MC., Adams J. The Journal of Organic Chemistry . 1995,第23期

机译：环状N-二苯甲酰膦类化合物的立体选择性氢化还原-受保护的初级胺的高度非对映选择性合成
2. Model Reaction of the Synthesis of Polhydroxyurethanes from Cyclic Carbonates with Amines: Substitutent Effect on the Reactivity and Selectivity of Ring-Opening Direction in the Reaction of Five-Membere Cyclic Carbonates with Amine [J] . Hidetoshi Tomita, Fumio Sanda, Takeshi Endo Journal of Polymer Science, Part A. Polymer Chemistry . 2001,第21期

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3. Model reaction for the synthesis of polyhydroxyurethanes from cyclic carbonates with amines: Substituent effect on the reactivity and selectivity of ring-opening direction in the reaction of five-membered cyclic carbonates with amine [J] . Tomita H., Endo T., Sanda F. Journal of Polymer Science, Part A. Polymer Chemistry . 2001,第21期

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4. Synthesis of P-Methoxy Allyic Amine Derivatives by Thermal Reaction of Fischer Carbene Complexes with Imines [C] . Kenichiro Sangu, Kohei Fuchibe, Takahiko Akiyama Symposium on Organometallic Chemistry . 2003

机译：用亚胺的费斯卡宾络合物热反应合成p-甲氧基亚胺胺衍生物
5. Part A. Diastereoselective synthesis of protected secondary amines via reduction /alkylation or deprotonation /alkylation of N-diphenylphosphinylimines. Part B. Synthesis of secondary amines via 1,2-addition of organometallic reagents to N-diphenylphosphinylimines and subsequent alkylation [D] . Shin, Hyunshun 2001

机译：A部分：通过N-二苯基膦亚胺的还原/烷基化或去质子化/烷基化的非对映选择性合成保护的仲胺。 B部分：通过将有机金属试剂1,2-加成到N-二苯基膦亚胺和随后的烷基化反应来合成仲胺
6. Titanium-mediated reductive cross-coupling reactions of imines with terminal alkynes: An efficient route for the synthesis of stereodefined allylic amines [O] . Kebin Mao, Guoqin Fan, Yuanhong Liu, 2013

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7. Vanadium catalyzed direct synthesis of imines from amines or alcohols and amines by an aerobic oxidative reaction under mild conditions [O] . Lianyue Wang, Bo Chen, Lanhui Ren, 2015

机译：在温和条件下，通过一种有氧氧化反应，钒催化从胺或醇和胺的直接合成亚胺，并在温和的条件下
8. An Investigation Directed Toward the Synthesis of Cyclic Polyphenylenes; the Chemistry of 1,3,5-Hexatriene and Its Derivatives; and Reactions of Amines in the Vapor Phase over Alumina [R] . Woods, G. F. 1965

机译：针对环状聚苯的合成研究; 1,3,5-己三烯及其衍生物的化学;氧气中气相中胺的反应和反应

Part I. Diastereoselective reductions of cyclic N-diphenylphosphinyl imines to N-diphenylphosphinyl amines using amine boranes. Part II. Studies directed towards the synthesis and reaction of phosphinyl enamides.

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