Site Use Terms At room temperature it produces a diastereomeric mixture of threo (63%) and erythro (19%) β-hydroxyketone as well as 6% of the exocyclic enone condensation product. Mukaiyama employed in his rendition of taxol total synthesis (1999) two aldol additions,[8][9] one with a ketene silyl acetal and excess magnesium bromide: and a second one with an amine chiral ligand and a triflate salt catalyst: Utilization of chiral Lewis acid complexes and Lewis bases in asymmetric catalytic processes is the fastest-growing area in the usage of the Mukaiyama aldol reaction. Technical support issues arising from supporting information (other than missing files) should be addressed to the authors. The Mukaiyama aldol addition is an organic reaction and a type of aldol reaction between a silyl enol ether and an aldehyde or formate. cycloisomerization of alkylidenecyclopropane acylsilanes α-(Trimethylsiloxy)styrene, Acetone enol trimethylsilyl ether, Acetophenone enol trimethylsilyl ether, Synonym: PEP, Molecular Weight: 233.99 (anhydrous basis), Empirical Formula (Hill Notation): 13CC2H4KO6P, Empirical Formula (Hill Notation): 13C3H4KO6P, Synonym: Please check your email for instructions on resetting your password. G. Wittig, A. Hesse, Allan Y. Teranishi and Herbert O. Type in Product Names, Product Numbers, or CAS Numbers to see suggestions. cis-3-(2,5-Dimethylphenyl)-8-methoxy-2-oxo-1-azaspiro [4.5]dec-3-en-4-yl β-D-glucopyranoside, Empirical Formula (Hill Notation): C24H33NO8, Synonym: Pinacolone enol trimethylsilyl ether, |  Match Criteria: Property, Description, Product Name, Synonym: This fast and efficient method proceeds from a mixture of E and Z isomers of easily accessible starting materials. The desired product, a racemate of 2 and 3, is obtained by aqueous work-up. Yields have been strongly influenced … Reproduction of any materials from the site is strictly forbidden without permission. adjacent to) the carbon of a C=O bond are the ones involved in keto/enol tautomerization and they are unusually acidic for an sp3 hybridized carbon. A basic version (R2 = H) without the presence of chiral catalysts is shown below. [3], DIRECTED ALDOL CONDENSATIONS: β-PHENYLCINNAMALDEHYDE Organic Syntheses, Coll. [provided by RefSeq, May 2010], 2-(Phosphonooxy)-2-propenoic acid monopotassium salt. In this reaction compounds with various organic groups can be used (see educts). IPOTMS, Synonym: The Mukaiyama aldol addition is an organic reaction and a type of aldol reaction between a silyl enol ether and an aldehyde or formate. 2-(Phosphonooxy)-2-propenoic acid trisodium salt. All Rights Reserved. Any queries (other than missing content) should be directed to the corresponding author for the article. 6-Hydroxypurine, cis-3-(2,5-Dimethylphenyl)-4-hydroxy-8-methoxy-1-azaspiro[4.5]dec-3-en-2-one, Empirical Formula (Hill Notation): C18H23NO3, |  Match Criteria: Property, Product Name, Synonym:

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