AUTHOR OF THIS BLOG

DR ANTHONY MELVIN CRASTO, WORLDDRUGTRACKER

IMPROVING CHEMICAL SYNTHESIS USING FLOW REACTORS.

 SYNTHESIS  Comments Off on IMPROVING CHEMICAL SYNTHESIS USING FLOW REACTORS.
Jan 242015
 
Expert Opin Drug Discov
Expert Opin Drug Discov 2007 Nov;2(11):1487-503
Charlotte                                                Prof Paul Watts

Owing to the competitive nature of the pharmaceutical industry, researchers involved in lead compound generation are under continued pressure to identify and develop promising programmes of research in order to secure intellectual property.

The potential of a compound for therapeutic development depends not only on structural complexity, but also on the identification of synthetic strategies that will enable the compound to be prepared on the desired scale.

One approach that is of present interest to the pharmaceutical industry is the use of continuous flow reactors, with the flexible nature of the technology being particularly attractive as it bridges the changes in scale required between the initial identification of a target compound and its subsequent production.

Based on these factors, a significant programme of research is presently underway into the development of flow reactors as tools for the synthetic chemist, with the transfer of many classes of reaction successfully reported to date.

This article focuses on the application of continuous flow methodology to drug discovery and the subsequent production of pharmaceuticals.

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Diastereoselective [2+2] Photocycloaddition of a Chiral Cyclohexenone with Ethylene in a Continuous Flow Microcapillary Reactor

 SYNTHESIS  Comments Off on Diastereoselective [2+2] Photocycloaddition of a Chiral Cyclohexenone with Ethylene in a Continuous Flow Microcapillary Reactor
Jan 082015
 

The diastereoselective [2+2] photocycloaddition of ethylene to a chiral cyclohexenone was studied in a continuous flow microcapillary reactor. In all cases examined, the microcapillary reactor gave higher conversions and selectivity than the batch system, even after shorter irradiation times. These findings were explained by the superior temperature control, favorable light penetration, and generation of a gas–liquid slug flow with improved mass transfer in the microreactor.

Diastereoselective [2+2] Photocycloaddition of a Chiral Cyclohexenone with Ethylene in a Continuous Flow Microcapillary Reactor

http://www.akademiai.com/content/03163u0p80225v14/?p=bb18d4ec7c044f5c80013806493e8850&pi=2

Journal of Flow Chemistry
Publisher Akadémiai Kiadó
ISSN 2062-249X (Print)
2063-0212 (Online)
Subject Flow Chemistry
Issue Volume 2, Number 3/September 2012
Pages 73-76
DOI 10.1556/JFC-D-12-00005
Authors

 

Kimitada Terao1, Yasuhiro Nishiyama1, Hiroki Tanimoto1, Tsumoru Morimoto1, Michael Oelgemöller2, Kiyomi Kakiuchi1 Email for kakiuchi@ms.naist.jp

kakiuchi@ms.naist.jp, http://mswebs.naist.jp/LABs/kakiuchi/member/staff/CV_kakiuchi.pdf

1Nara Institute of Science and Technology (NAIST) Graduate School of Materials Science 8916-5 Takayama-cho, Ikoma Nara 630-0192 Japan
2James Cook University School of Pharmacy and Molecular Sciences Townsville QLD 4811 Australia

 

more………..

http://mswebs.naist.jp/LABs/kakiuchi/achevement/paper.htm

“Novel Enhancement of Diastereoselectivity of [2+2] Photocycloaddition of
Chiral Cyclohexenones to Ethylene by Adding Naphthalenes”

Ken Tsutsumi, Hiroaki Nakano, Akinori Furutani, Katsunori Endou, Abdurshit Merpuge
Takuya Shintani, Tsumoru Morimoto, Kiyomi Kakiuchi
J. Org. Chem. 200469, 3, 785-789.

 

“Diastereoselective [2+2] Photocycloaddition of Polymer-Supported
Cyclic Chiral Enone with Ethylene”

Takuya Shintani, Kazunori Kusabiraki, Atsuko Hattori, Akinori Furutani, Ken Tsutsumi,
Tsumoru Morimoto, Kiyomi Kakiuchi
Tetrahedron Lett. 200445, 9, 1849-1851.

 

“Diastereoselective [2+2] Photocycloaddition of Cyclohexenone Derivative with Olefines in Supercritical Carbon Dioxide
Yasuhiro Nishiyama, Kazuya Nakatani, Hiroki Tanimoto, Tsumoru Morimoto, Kiyomi Kakiuchi
J. Org. Chem. 201378, 7186-7193.

Highlighted in 
ChemInform 
201344(44)

 

 

“Diastereoselective [2+2] Photocycloaddition of Chiral Cyclic Enones with Olefins in Aqueous Media Using Surfactants”
Yasuhiro Nishiyama, Mikiko Shibata, Takuya Ishii, Tsumoru Morimoto, Hiroki Tanimoto,
Ken Tsutsumi, Kiyomi Kakiuchi
Molecules, 2013, 18, 1626-1637.

 

 

“Highly diastereodifferentiating and regioselective [2+2]-photoreactions using methoxyaromatic menthyl cyclohexenone carboxylates”
Inga Inhulsen, Naoya Akiyama, Ken Tsutsumi, Yasuhiro Nishiyama, Kiyomi Kakiuchi

Tetrahedron 2013, 69, 782-790.

 

“Diastereodifferentiating [2+2] Photocycloaddition of Chiral Cyclohexenone Carboxylates with Cyclopentene by a Microreactor”
Kimitada Terao, Yasuhiro Nishiyama, Shin Aida, Hiroki Tanimoto, Tsumoru Morimoto,
Kiyomi Kakiuchi
J. Photochem. Photobiol. A: Chem. 2012242, 13-19.

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