Asymmetric Hydrogenation of γ-Branched Allylamines for the Efficient Synthesis of γ-Chirogenic Amines

The efficient construction of γ-chirogenic amines has been realized via asymmetric hydrogenation of γ-branched N-phthaloyl allylamines by using a bisphosphine-Rh catalyst bearing a large bite angle. The desired products possessing different types of γ-substituents were obtained in quantitative yields and with excellent enantioselectivities (up to >99.9% ee). This protocol provided a practical method for the preparation of γ-chirogenic amine derivatives such as the famous antidepressant drug Fluoxetine (up to 50000 S/C). The mechanism calculation shows a weak interaction-promoted activation mode which is completely different from the traditional coordination-promoted activation mode in the Rh-catalyzed hydrogenation.

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ChemInform Abstract: An Efficient Synthesis of Optically Active 4-Methyloxetan-2-one: Asymmetric Hydrogenation of Diketene Catalyzed by binap-Ruthenium(II) Complexes (binap = 2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl).

ChemInform ◽

10.1002/chin.199314060 ◽

2010 ◽

Vol 24 (14) ◽

pp. no-no

Author(s):

T. OHTA ◽

T. MIYAKE ◽

H. TAKAYA

Keyword(s):

Asymmetric Hydrogenation ◽

Optically Active ◽

Efficient Synthesis

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Nickel-Catalyzed Asymmetric Hydrogenation of Cyclic Sulfamidate Imines: Efficient Synthesis of Chiral Cyclic Sulfamidates

iScience ◽

10.1016/j.isci.2019.07.004 ◽

2019 ◽

Vol 19 ◽

pp. 63-73 ◽

Cited By ~ 9

Author(s):

Yuanhua Liu ◽

Zhiyuan Yi ◽

Xuefeng Tan ◽

Xiu-Qin Dong ◽

Xumu Zhang

Keyword(s):

Asymmetric Hydrogenation ◽

Efficient Synthesis

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Ru-Catalyzed Asymmetric Hydrogenation of Racemic Aldehydes via Dynamic Kinetic Resolution: Efficient Synthesis of Optically Active Primary Alcohols

Journal of the American Chemical Society ◽

10.1021/ja0680109 ◽

2007 ◽

Vol 129 (7) ◽

pp. 1868-1869 ◽

Cited By ~ 78

Author(s):

Jian-Hua Xie ◽

Zhang-Tao Zhou ◽

Wei-Ling Kong ◽

Qi-Lin Zhou

Keyword(s):

Kinetic Resolution ◽

Asymmetric Hydrogenation ◽

Optically Active ◽

Efficient Synthesis ◽

Primary Alcohols ◽

Dynamic Kinetic Resolution

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Highly Efficient Synthesis of Chiral α-CF3 Amines via Rh-Catalyzed Asymmetric Hydrogenation

Organic Letters ◽

10.1021/acs.orglett.5b00087 ◽

2015 ◽

Vol 17 (5) ◽

pp. 1154-1156 ◽

Cited By ~ 21

Author(s):

Jun Jiang ◽

Wenxin Lu ◽

Hui Lv ◽

Xumu Zhang

Keyword(s):

Asymmetric Hydrogenation ◽

Efficient Synthesis ◽

Highly Efficient

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ChemInform Abstract: An Efficient Synthesis of Highly Functionalized 4-Substituted 2-Azetidinones by a Stereoselective Intermolecular Diels-Alder Reaction of Different Types of 2-Azetidinone-Tethered Dienes.

ChemInform ◽

10.1002/chin.200211090 ◽

2010 ◽

Vol 33 (11) ◽

pp. no-no

Author(s):

Benito Alcaide ◽

Pedro Almendros ◽

Nati R. Salgado ◽

Mari Paz Martinez-Alcazar ◽

Felix Hernandez-Cano

Keyword(s):

Alder Reaction ◽

Diels Alder ◽

Efficient Synthesis ◽

Diels Alder Reaction ◽

Different Types

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ChemInform Abstract: Highly Efficient Synthesis of Chiral α-CF3Amines via Rh-Catalyzed Asymmetric Hydrogenation.

ChemInform ◽

10.1002/chin.201528038 ◽

2015 ◽

Vol 46 (28) ◽

pp. no-no

Author(s):

Jun Jiang ◽

Wenxin Lu ◽

Hui Lv ◽

Xumu Zhang

Keyword(s):

Asymmetric Hydrogenation ◽

Efficient Synthesis ◽

Highly Efficient

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A Method for Design 3 Blade Type and Testing Optimum Cavitation of Tailing Thai Boat

Advanced Materials Research ◽

10.4028/www.scientific.net/amr.1051.862 ◽

2014 ◽

Vol 1051 ◽

pp. 862-874

Author(s):

Jaruphant Noosomton ◽

Jarruwat Charoensuk

Keyword(s):

Practical Method ◽

Skew Angle ◽

Local Type ◽

Cavitation Phenomenon ◽

Different Types ◽

Circulation Distribution ◽

Model C ◽

Ship Propeller ◽

Local Fisherman ◽

Good Agreement

This paper presents a method for optimized cavitation of 3-blade type ship propeller. Cavitation flow is investigated around ship propellers experimentally. Testing of two different types of new model propellers and local type propellers are performed in this study. A 3-blades, skew angle 20 degree, developed area 50 and 35, so called model A (B3-20-50), and model B (B3-20-35) respectively, and finally a local type propeller popular used among local fisherman are compared. The results are presented in characteristic curves are related pictures. Finally, the results ate discussed, Model A and B is investigated based on existing experimental results. In addition, model C is a comparison validation to non-optimum for used to shallow-fishery and tailing Thai boat. A practical method was achieved by combining a vortex lattice lifting method and lifting surface method. The optimum circulation distribution yielding the maximum lift-to-torque ratio was computed for given thrust and chord lengths along the radius of the propeller by dividing the blade into a number of panels extending from hub to tip. The radial distribution of bound circulation could be computed by a set of vortex elements that have constant strengths. The cavitation phenomenon is appear to monograph of model A and B the better model C (local type), such as, the cavitation prediction on a hydrofoil is carried out in both steady and unsteady states. The results show good agreement in comparison with available experimental data. Furthermore, the propeller cavitation breakdown is well reproduced in the proceeding. The overall values suggest that the present approach is a practicable tool for predicting probable cavitation on propellers during design processes.

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