1995 Fiscal Year Final Research Report Summary
Enantioselective Reaction of Diketene to Aldehydes Promoted by Chiral Titanium Complexes
| Project/Area Number |
06640690
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| Research Category |
Grant-in-Aid for General Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Research Field |
Organic chemistry
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| Research Institution | Yamaguchi University |
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Principal Investigator |
HAYASHI Masahiko Yamaguchi University, Faculty of Science, Associate professor, 理学部, 助教授 (60192704)
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| Project Period (FY) |
1994 – 1995
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| Keywords | titanum catalyst / Schiff base / diketene / optically active / enantioselectivity |
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| Research Abstract |
Optically Active 5-hydroxy-3-oxoesters can be converted into 6-substituted 4-hydroxy lactones which are common structural components of compactin and mevinolin known as inhibitors of 3-hydroxy-3-methylglutaryl Coenzyme A (HMG-CoA) reductase. W e recently succeeded in the highly efficient preparation of optically active 5-hydroxy-3-oxoesters by enantioselective reaction of diketene with aldehydes promoted by novel chiral Schiff basetitanium alkoxide complexes. This new procedure provides an efficient method for the synthesis of optically active 5-hydroxy-3-oxoesters in up to 92% enantiomeric excess (ee).
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