Fine Organic Synthesis (Daisuke SAWADA)

Fine Organic Synthesis Daisuke SAWADA, PhD

Major Area of Research

1. One-pot multi-step synthesis 2. Site selective C-H activation reaction 3. Functional molecules and their application to medical material and molecular sensor

Current Research Interest

We aim to develop one-pot multi-step synthesis based on the new concept, and establish the new strategy of the method of efficient synthesis. These new method is applied to the total synthesis, medicinal chemistry, and process chemistry. C-H activation reaction is one of the most interactive methods in recent organic synthesis. However, most of such reactions are able to react at the limited position, and developments of the site selective C-H activation reactions are still challenge. We aim to develop site selective C-H activation reaction and to apply to the efficient synthesis of biologically active compounds. Recently, we focused on the synthesis and physical elucidation of π-electron molecules. In this area, we aim to make new class of bright emission and colorful π-electron molecules, search its new function, and establish the molecular technology to control its functional application by the experimental and theoretical approach. Based on the fundamental chemical research, we challenge to develop the medical materials and molecular sensors using the π-electron molecules.

Selected Recent Publication

1. Design and Syntheses of Highly Emissive Aminobenzopyrano-xanthene Dyes in the Visible and Far-Red Regions. S. Kamino, M. Murakami, M. Tanioka, Y. Shirasaki, K. Watanabe, J. Horigome, Y. Ooyama, and S. Enomoto, Org. Lett., 2014, 16, 258-261. 2. Synthesis of 2?-heteroarylalkyl active vitamin D3 with therapeutic effect on enhancing bone mineral density in vivo. M. Matsuo, A. Hasegawa, M. Takano, H. Saito, S. Kakuda, T. Chida, K. Takagi, E. Ochiai, K. Horie, Y. Harada, M. Takimoto-Kamimura, K. Takenouchi, D. Sawada, A. Kittaka, ACS Med. Chem. Lett., 2013, 4, 671-674. 3. New Aminobenzopyranoxanthene-Based Colorimetric Sensor for Cu2+ with Dual-Color Signal Detection System. Y. Shirasaki, S. Kamino, M. Tanioka, K. Watanabe, Y. Takeuchi, S. Komeda, and S. Enomoto, Chem. Asian J., 2013, 8, 2609-2613. 4. A Red-Emissive aminobenzopyrano-xanthene Dye: Elucidation of Fluorescence Emission Mechanism in Solution and Aggregate State. S. Kamino, A. Muranaka, M. Murakami, A. Tatsumi, N. Nagaoka, Y. Shirasaki, K. Watanabe, K. Yoshida, J. Horigome, S. Komeda, M. Uchiyama, and S. Enomoto, Phys. Chem. Chem. Phys., 2013, 15, 2131-2140. 5. A Multivalent Probe for AI-2 Quorum-Sensing Receptors. A. L. Garner, J. Park, J. S. Zakhari, C. A. Lowery, A. K. Struss, D. Sawada, G. F. Kaufmann, and K. D. Janda, J. Am. Chem. Soc., 2011, 133, 15934-15937. 6. New C15-Substituted Active Vitamin D3. K. Shindo, G. Kumagai, M. Takano, D. Sawada, N. Saito, H. Saito, S. Kakuda, K. Takagi, E. Ochiai, K. Horie, M. Takimoto-Kamimura, S. Ishizuka, K. Takenouchi, A. Kittaka, Org. Lett., 2011, 13, 2852-2855. 7. Development of 14-epi-19-Nortachysterol and Its Unprecedented Binding Configuration for the Human Vitamin D Receptor. D. Sawada, Y. Tsukuda, H. Saito, S. Kakuda, M. Takimoto-Kamimura, E. Ochiai, K. Takenouchi, and A. Kittaka, J. Am. Chem. Soc., 2011, 133, 7215-7221. 8. A New Class of Rhodamine Luminophores: Design, Syntheses and Aggregation-Induced Emission Enhancement. S. Kamino, Y. Horio, A. Tatsumi, S. Komeda, J. Horigome, K. Minoura, H. Ichikawa, T. Yamaguchi, Y. Usami, S. Hirota, S. Enomoto, Y. Fujita, Chem. Commun., 2010, 46, 2013-2015 .