The Pharmaceutical and Organic Chemistry Laboratory has great research activities on the several topics described below. Research programs in this Lab. will provide both graduate and undergraduate students satisfied educational environment. We are looking for young talented students who are interested in our research activities. Why do not participate in our research group as undergraduate or graduate student (master course as well as Ph.D. program) ? We are pretty sure that you will enjoy our research here in the Pharaceutical and Organic Chemistry Lab.

Our objectives are synthesis of natural products and bioactive compounds based on novel reactions, which we have developed. Especially, the following topics are currently ongoing.

  1. Development of new reactions based on organometallic chemistry by using Rh(I) complex (eg: [RhCl(CO)2]2) and/or Co2(CO)8, and their applications to total synthesis of natural products
  2. Highly stereoselective total synthesis of natural products as well as bioactive compounds starting from tartrate derivatives and other optically active natural resources
  3. Development of new reactions by taking advantege of the unique properties of allenes

(1) Development of novel and selective reactions

(a) We found a highly diastereoselective construction of bicyclo[3.3.0]octenone and bicyclo[4.3.0]nonenone skeletons via Pauson-Khand reaction of alkyne-cobalt complex derived from tartrate ester.

Scheme 1

(b) We found an efficient one step synthesis of bicyclo[5.3.0]decane and bicyclo[6.3.0]undecane skeletons via the Rh(I) catalyzed intramolecular Pauson-Khand type reaction of allenes, which were generally difficult to construct by the Pauson-Khand reaction of alkyne-cobalt complex.

Scheme 2

(c) We developed an efficient approach to hetero cyclic compounds based on endo-mode cyclization of allenes possessing an electron-withdrawing group.

Scheme 3

(d) The new entry of the 2,3-disubstituted indoles and indole-2,3-quinodimethanes based on the property of allene were developed.

Scheme 4

(e) Co2(CO)8 catalyzed hetero-Pauson-Khand type reaction of carbodiimide was achieved.

Scheme 5

(f) The efficient construction of polycyclic systems via the ene-diallene formation was achieved.

Scheme 6

(2) Highly selective total synthesis of bioactive compounds

The compounds listed in Fig.1 were synthesized in our laboratory based on our highly selective reactions.

Fig. 1

Please contact us if you are interested in the details of our research.

Index