- The Darzens condensation of α,β-unsaturated aldehydes and ketones
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The one-pot Darzens condensation of α,β-unsaturated aldehydes and ketones with enolates of an α-bromo ester or ketone is described.
- Krafft, Marie E.,Twiddle, Steven J.R.,Cran, John W.
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experimental part
p. 1277 - 1280
(2011/03/22)
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- Efficient epoxidation of electron-deficient olefins with a cationic manganese complex
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The complex [MnII(R,R-mcp)(CF3SO3)2] is an efficient and practical catalyst for the epoxidation of electron-deficient olefins. This catalyst is capable of epoxidizing olefins with as little as 0.1 mol % catalyst in under 5 min using 1.2 equiv of peracetic acid as the terminal oxidant. A wide scope of substrates are epoxidized including terminal, tertiary, cis and trans internal, enones, and methacrylates with >85% isolated yields. Copyright
- Murphy, Andrew,Dubois, Geraud,Stack
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p. 5250 - 5251
(2007/10/03)
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- Catalytic asymmetric epoxidation
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A compound and method for producing an enantiomerically enriched epoxide from an olefin using a chiral ketone and an oxidizing agent is disclosed.
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Page column 21, 22
(2010/01/30)
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- Highly Regio- and Enantioselective Monoepoxidation of Conjugated Dienes
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This paper describes a highly effective and mild asymmetric monoepoxidation method for conjugated dienes using a fructose-derived chiral ketone 1 as catalyst and Oxone as oxidant. The regioselectivies and enantioslectivies are very high in most cases. For unsymmetrical dienes, the regioselectivity can be regulated by using steric and electronic control. The olefin substrates include trans-disubstituted and trisubstituted olefins that can bear a wide range of functional groups such as hydroxyl groups, TBS ethers, or esters. The enantiomeric excesses for the major monoepoxides range from 89% to 97%. The epoxidation is believed to proceed via a spiro mode.
- Frohn, Michael,Dalkiewicz, Molly,Tu, Yong,Wang, Zhi-Xian,Shi, Yian
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p. 2948 - 2953
(2007/10/03)
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