Diastereodifferentiating [2+2] Photocycloaddition of a Chiral Cyclohexenone with Cyclopentene in Supercritical Carbon Dioxide Using a Flow Microreactor

Yasuhiro Nishiyama; Ryota Mori; Kosei Nishida; Hiroki Tanimoto; Tsumoru Morimoto; Kiyomi Kakiuchi

doi:10.1556/jfc-d-14-00012

Journal of Flow Chemistry

Volume/Issue:: Volume 4: Issue 4

Diastereodifferentiating [2+2] Photocycloaddition of a Chiral Cyclohexenone with Cyclopentene in Supercritical Carbon Dioxide Using a Flow Microreactor

Authors:

Yasuhiro Nishiyama

Yasuhiro Nishiyama Nara Institute of Science and Technology (NAIST) Graduate School of Materials Science 8916–5 Takayama-cho Ikoma Nara 630-0101 Japan

Search for other papers by Yasuhiro Nishiyama in
Current site
Google Scholar
PubMed

Ryota Mori

Ryota Mori Nara Institute of Science and Technology (NAIST) Graduate School of Materials Science 8916–5 Takayama-cho Ikoma Nara 630-0101 Japan

Search for other papers by Ryota Mori in
Current site
Google Scholar
PubMed

Kosei Nishida

Kosei Nishida Nara Institute of Science and Technology (NAIST) Graduate School of Materials Science 8916–5 Takayama-cho Ikoma Nara 630-0101 Japan

Search for other papers by Kosei Nishida in
Current site
Google Scholar
PubMed

Hiroki Tanimoto

Hiroki Tanimoto Nara Institute of Science and Technology (NAIST) Graduate School of Materials Science 8916–5 Takayama-cho Ikoma Nara 630-0101 Japan

Search for other papers by Hiroki Tanimoto in
Current site
Google Scholar
PubMed

Tsumoru Morimoto

Tsumoru Morimoto Nara Institute of Science and Technology (NAIST) Graduate School of Materials Science 8916–5 Takayama-cho Ikoma Nara 630-0101 Japan

Search for other papers by Tsumoru Morimoto in
Current site
Google Scholar
PubMed

, and

Kiyomi Kakiuchi

Kiyomi Kakiuchi Nara Institute of Science and Technology (NAIST) Graduate School of Materials Science 8916–5 Takayama-cho Ikoma Nara 630-0101 Japan

Search for other papers by Kiyomi Kakiuchi in
Current site
Google Scholar
PubMed

View More View Less

Pages:: 185–189

Online Publication Date:: 23 Jun 2014

Publication Date:: 10 Dec 2014

Article Category:: Research Article

DOI:: https://doi.org/10.1556/jfc-d-14-00012

Keywords:: diastereoselective reaction; [2+2] photocycloaddition; flow microreactor; supercritical carbon dioxide

Restricted access

The diastereodifferentiating [2+2] photocycloaddition of a chiral cyclohexenone with cyclopentene was performed in supercritical carbon dioxide (scCO₂) using a flow microreactor. In all cases examined, the microreactor gave higher conversions than the batch system because of the very short path length of the microreactor. Additionally, by using the microreactor, accurate temperature control produced higher diastereoselectivity. These distinguished findings can be attributed to the synergistic effect of superior light penetration in the microreactor and the unique solvent property (clustering effect) of scCO₂.

Supplementary Materials

Save
Cite
Email this content

Share Link

Copy this link, or click below to email it to a friend
Email this content
or copy the link directly:

https://akjournals.com/abstract/journals/1846/4/4/article-p185.xml
The link was not copied. Your current browser may not support copying via this button.

Link copied successfully

Collapse
Expand

Journal of Flow Chemistry A Journal of the Flow Chemistry Society

Print ISSN:: 2062-249X

Online ISSN:: 2063-0212

To see the editorial board, please visit the website of Springer Nature.

Manuscript Submission: HERE

For subscription options, please visit the website of Springer Nature.

Journal of Flow Chemistry
Language	English
Size	A4
Year of Foundation	2011
Volumes per Year	1
Issues per Year	4
Founder	Áramlásos Kémiai Tudományos Társaság
Founder's Address	H-1031 Budapest, Hungary Záhony utca 7.
Publisher	Akadémiai Kiadó Springer Nature Switzerland AG
Publisher's Address	H-1117 Budapest, Hungary 1516 Budapest, PO Box 245. CH-6330 Cham, Switzerland Gewerbestrasse 11
Responsible Publisher	Chief Executive Officer, Akadémiai Kiadó
ISSN	2062-249X (Print)
ISSN	2063-0212 (Online)