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Diastereoselective Conjugate Addition to Chiral α,β-Unsaturated Carbonyl Systems in Aqueous Media: An Enantioselective Entry to α- and γ-Hydroxy Acids and α-Amino Acids.

✍ Scribed by Rosa M. Suarez; Jose Peres Sestelo; Luis A. Sarandeses

Publisher
John Wiley and Sons
Year
2003
Weight
228 KB
Volume
34
Category
Article
ISSN
0931-7597

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Diastereoselective Conjugate Addition to
Diastereoselective Conjugate Addition to Chiral α,β-Unsaturated Carbonyl Systems in Aqueous Media: An Enantioselective Entry to α- and γ-Hydroxy Acids and α-Amino Acids
✍ Rosa M. Suárez; José Pérez Sestelo; Luis A. Sarandeses 📂 Article 📅 2003 🏛 John Wiley and Sons 🌐 English ⚖ 213 KB

The stereoselectivity of the ultrasonically induced zinc--copper conjugate addition of iodides to chiral alpha,beta-unsaturated carbonyl systems under aqueous conditions was studied. Alkyl iodides add diastereoselectively to methylenedioxolanone 1 and methyleneoxazolidinone 2 to afford the 1,4-addit

Catalytic Enantioselective Conjugate Add
Catalytic Enantioselective Conjugate Addition of Nitromethane to α′-Hydroxy Enones as Surrogates of α,β-Unsaturated Carboxylic Acids and Aldehydes
✍ Claudio Palomo; Raquel Pazos; Mikel Oiarbide; Jesús M. García 📂 Article 📅 2006 🏛 John Wiley and Sons 🌐 English ⚖ 85 KB 👁 1 views

## Abstract No base is required for the Mg(II)‐catalyzed conjugate addition of nitromethane to α′‐hydroxy enones in the presence of molecular sieves. Good enantioselectivities are attained using 3 or 4 Å MS and about 10 mol % of Mg(OTf)~2~‐chiral bisoxazoline complexes. Elaboration of the adducts t