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Published TCIMAIL newest issue No.200
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Pyridine N-Oxide Derivative
No.116(April 2003)
4-Phenylpyridine N-oxide (1) is used as a co-catalyst in the enantioselective epoxidation of unfunctionalized olefins using chiral (salen)manganese(III) complexes as catalysts. For example, in the presence of 1 and Jacobsenﾕs catalyst, epoxyindan 2 is obtained in relatively high enantioselectivity by the oxidation of indene with sodium hypochlorite. Merck's HIV protease inhibitor Crixivan® is synthesized from epoxyindan 2 via chiral aminoindanol 3.1,2)
References
- 1)Synthesis of (1S,2R)-1-aminoindan-2-ol
- 2)The design of a potent and orally bioavailable HIV protease inhibitor
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