1991 Fiscal Year Final Research Report Summary

Novel Synthesis of 5 and 6-membered Cyclic Ketones by Highly selective Photoaddition Reactions of Acylgermanes

Research Project

Project/Area Number	02640397
Research Category	Grant-in-Aid for General Scientific Research (C)
Allocation Type	Single-year Grants
Research Field	有機化学一般
Research Institution	Kochi University
Principal Investigator	KIYOOKA Syun-ichi Kochi University Faculty of Science Professor, 理学部, 教授 (00036584)
Project Period (FY)	1990 – 1991
Keywords	Organogermanium / Cyclic Ketone Synthesis / Photoaddition / Organic Synthesis
Research Abstract	There has been rapid development of a large number of remarkable organic reactions with functionalized silicon reagents. In contrast, development of germanium chemistry has been quite restricted. The utilization of organogermanium compounds in organic synthesis has begun to generate considerable interest. The photochemical reactions characteristic of acylgermanes can be of interest as a novel means of generating acyl radicals. Acylgermanes are useful photoprecursors to acyl radicals and can be used in the synthesis of novel cyclic ketones having germyl groups. The photochemical intramolecular cyclization reactions of acylgermanes proceed efficiently. In conclusion 5-exo-trig and 6-exo-trig modes of cyclization are apparently favored in these photochemical intramolecular cyclization reactions of acylgermanes. The chemistry offers a novel and effective method for the 5 and 6-membered ring ketones. Some subsequential carbon-carbon bond formation reactions using the triphenylgermyl functionality in these reactions are being developed.