Issue 9, 2011
From the journal:

Photochemical & Photobiological Sciences

Asymmetric photocycloaddition of naphthamide with a diene using the provisional molecular chirality in a chiral crystal†‡

Masami Sakamoto,*a   Fumitoshi Yagishita,a   Ayako Saito,a   Shuichiro Kobaru,a   Atsushi Unosawa,a   Takashi Minoa  and  Tsutomu Fujitaa  

* Corresponding authors

a Department of Applied Chemistry and Biotechnology, Graduate School of Engineering, Chiba University, Yayoi-cho, Inage-ku, Chiba, Japan
E-mail: sakamotom@faculty.chiba-u.jp

Abstract

N-(2-Methoxy-1-naphthoyl)piperidine afforded chiral crystals by spontaneous crystallization, and the molecular chirality of the crystals was retained after dissolving them in a cooled solvent. An asymmetric photocycloaddition reaction with a diene was performed using the provisional chiral molecular conformation derived from these chiral crystals.

Graphical abstract: Asymmetric photocycloaddition of naphthamide with a diene using the provisional molecular chirality in a chiral crystal

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Article information

DOI
https://doi.org/10.1039/C1PP05053B
Article type
Communication
Submitted
01 Feb 2011
Accepted
09 May 2011
First published
02 Jun 2011

Photochem. Photobiol. Sci., 2011,10, 1387-1389

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Asymmetric photocycloaddition of naphthamide with a diene using the provisional molecular chirality in a chiral crystal

M. Sakamoto, F. Yagishita, A. Saito, S. Kobaru, A. Unosawa, T. Mino and T. Fujita, Photochem. Photobiol. Sci., 2011, 10, 1387 DOI: 10.1039/C1PP05053B

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