Asymmetric Synthesis of Functionalized 1,2-Diphosphine via the Chemoselective Hydrophosphination of Coordinated Allylic Phosphines

Yuan MJ; Pullarkat SA; Ma MT; Zhang Y; Huang YH; Li YX; Goel A; Leung PH

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Asymmetric Synthesis of Functionalized 1,2-Diphosphine via the Chemoselective Hydrophosphination of Coordinated Allylic Phosphines

机译：通过配位烯丙基膦的化学选择性加氢磷酸化反应不对称合成功能化的1,2-二膦

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Ester- and keto-functionalized allylic monophosphine palladium complexes containing ortho-metalated (R)-(1-(dimethylamino)ethyl)naphthalene as the chiral auxiliary were synthesized via a versatile one-pot process. Subsequent asymmetric hydrophosphination of the coordinated allylic substrates promoted by the chiral auxiliary gave the corresponding functionalized chiral 1,2-bis(diphenylphosphino)ethane ligands in high yields under mild conditions. The coordination properties and absolute configurations of the resultant diphosphine ligands were established by single-crystal X-ray crystallography. The coordinated 1,2-diphosphine ligands could be subsequently liberated stereospecifically to yield enantiomerically pure functionalized diphosphines in high yields.

机译：通过通用的一锅法合成了含有正金属化的（R）-（1-（二甲基氨基）乙基）萘作为手性助剂的酯和酮官能化的烯丙基单膦钯配合物。随后在温和条件下，由手性助剂促进的配位烯丙基底物的不对称氢磷酸化得到相应的官能化手性1,2-双（二苯基膦基）乙烷配体。通过单晶X射线晶体学确定所得二膦配体的配位性质和绝对构型。随后可以立体定向释放配位的1，2-二膦配体以高产率产生对映体纯的官能化二膦。

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《Organometallics》 |2009年第3期|共7页
作者
Yuan MJ; Pullarkat SA; Ma MT; Zhang Y; Huang YH; Li YX; Goel A; Leung PH;
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正文语种 eng
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ALPHA; BETA-UNSATURATED ALDEHYDES; MOLECULAR-STRUCTURE; CHIRAL DIPHOSPHINE; CROSS-METATHESIS; LIGAND; CATALYSTS; DIPHENYLPHOSPHINE; HYDROGENATION; COMPLEXES; OLEFINS;

机译：阿尔法;不饱和乙醛;分子结构;手性二膦;交叉复分解;配体;催化剂;二苯膦;加氢;络合物;烯烃;

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1. Asymmetric Synthesis of Functionalized 1,2-Diphosphine via the Chemoselective Hydrophosphination of Coordinated Allylic Phosphines [J] . Yuan MJ, Pullarkat SA, Ma MT, Organometallics . 2009,第3期

机译：通过配位烯丙基膦的化学选择性加氢磷酸化反应不对称合成功能化的1,2-二膦
2. Palladium Template Promoted Asymmetric Synthesis of 1,2-Diphosphines by Hydrophosphination of Functionalized Allenes [J] . Yinhua Huang, Sumod A. Pullarkat, Mingjun Yuan, Organometallics . 2010,第3期

机译：钯模板促进功能化丙二烯的氢磷酸化反应不对称合成1,2-二膦
3. Asymmetric Synthesis of Functionalized 1,3-Diphosphines via Chiral Palladium Complex Promoted Hydrophosphination of Activated Olefins [J] . Yuan MJ, Zhang N, Pullarkat SA, Inorganic Chemistry: A Research Journal that Includes Bioinorganic, Catalytic, Organometallic, Solid-State, and Synthetic Chemistry and Reaction Dynamics . 2010,第3期

机译：通过手性钯配合物的不对称合成功能化的1，3-二膦类化合物促进了活化烯烃的氢磷酸化
4. Asymmetric Allylic Substitution and Hydrosilylation Catalyzed by Transition Metal Complexes of P-Chiral Diphosphine Ligands [C] . Miwako Nishimura, Takuma Itoh, Rintaro Narui Symposium on Organometallic Chemistry . 2006

机译：通过P-Chiral二膦配体的过渡金属配合物催化的不对称烯丙基替代和氢化硅烷化
5. Application of chiral bis(phosphine) monosulfide ligands to palladium-catalyzed asymmetric allylic alkylation. [D] . Wilt, Jeremy Clinton. 2005

机译：手性双（膦）单硫化物配体在钯催化的不对称烯丙基烷基化反应中的应用。
6. Palladium-Catalyzed Chemoselective Allylic Substitution Suzuki-Miyaura Cross-Coupling and Allene Formation of Bifunctional 2-B(pin)-Substituted Allylic Acetate Derivatives [O] . Byeong-Seon Kim, Dr. Mahmud M. Hussain, Nusrah Hussain, -1

机译：钯催化的化学选择性烯丙基取代Suzuki-Miyaura交叉偶联和双功能2-B（pin）取代的乙酸乙酸烯丙酯衍生物的烯丙基形成
7. Synthesis of unsymmetrical P-stereogenic oligophosphines and chemoselective cleavage of phosphine-borane coordinate bonds [O] . Hiroaki Imoto, Ryosuke Kato, Yasuhiro Morisaki, 2012

机译：膦硼烷坐标键合成的非对称对立体寡核苷酸和化学选择性切割

Asymmetric Synthesis of Functionalized 1,2-Diphosphine via the Chemoselective Hydrophosphination of Coordinated Allylic Phosphines

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