- Palladium(II)-catalyzed dicarboxymethylation of chiral allylic alcohols: Chirality transfer affording optically active diesters containing three contiguous chiral centers
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This manuscript describes the extension of Stille's palladium-catalyzed olefin dicarbonylation reaction to chiral allylic alcohols with chirality transfer to afford the corresponding chiral alcohol functionalized with bis-carbomethoxy esters, containing three contiguous chiral centers, in good to excellent diastereoselectivities (78-98%).
- Hamed, Othman,Henry, Patrick M.,Becker, Daniel P.
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supporting information; experimental part
p. 3514 - 3517
(2010/09/05)
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- Synthesis of 9- and 10-membered rings by the intramolecular Michael addition of malonate on enone and ynone
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The base-catalysed (Cs2CO3 in THF/DMF) intramolecular Michael addition of β-ketoester-ynones 7-10 and -enone 11 is reported.Macrocyclization (Table 1), which produced the corresponding medium rings, was observed in 25-50percent yield.
- Deslongchamps, Pierre,Roy, Bernard L.
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p. 2068 - 2075
(2007/10/02)
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- Poly(dimethylsilmethylene) methylacetylene compound and a method for the preparation thereof
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The invention provides a novel organosilicon compound poly(dimethylsilmethylene) methylacetylene compound of the formula MeC C--SiMe2 --CH2 --SiMe2)n Me, in which Me is a methyl group and n is a positive integer of 1 to 25. The compound is synthesized by reacting a propynylmagnesium halide of the formula MeC CMgX, in which X is a halogen atom, or (propynyl dimethylsilyl)methylmagnesium chloride of the formula MeC C--SiMe2 --CH2 MgCl with chloromethyl dimethyl chlorosilane in the presence of metallic magnesium and hydrolyzing the reaction product. Specifically, 1-propynyl-1,1,3,3,3-pentamethyl disilmethylene, i.e. the inventive compound with n=1, is synthesized by reacting (propynyl dimethylsilyl)methylmagnesium chloride with trimethyl chlorosilane.
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- Asymmetric synthesis of optically active compounds
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Asymmetric synthesis of optically active 3,7,11-trimethyl-dodecan-1-ol, an intermediate for producing optically active vitamin E, from isovaleraldehyde or prenal including intermediates in this synthesis.
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