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Preparation of the first polymeric, chelating proton donors and their use in diastereoselective protonations of chiral enolates

✍ Scribed by Norbert Krause; Marc Mackenstedt

Book ID
104260378
Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
118 KB
Volume
39
Category
Article
ISSN
0040-4039

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✦ Synopsis

The use of a homopolymer 2a of methyl 5-vinylsalicylate, as well as of statistical copolymers 2b-f, in the diastereoselective protonation of the chiral keto-enolate 1 leads to selectivities of up to 93:7 in favor of product 3.

πŸ“œ SIMILAR VOLUMES

Diastereoselective protonation of chiral
Diastereoselective protonation of chiral enolates derived from 2,4-dimethyl-1-tetralone using carbonyl chelating proton donors
✍ Jason Eames πŸ“‚ Article πŸ“… 1999 πŸ› Elsevier Science 🌐 French βš– 211 KB

The synthesis of syn-2,4-dimethyl-l-tetralone 6 via a deprotonation-reprotonation strategy using chelating proton sources is discussed. We comment on the differences between direct protonation and deprotonation-reprotonation ofchiral enolates in the presence of diisopropylamine and LiBr.

ChemInform Abstract: Diastereoselective
ChemInform Abstract: Diastereoselective Protonation of Chiral Enolates Derived from 2,4-Dimethyl-1-tetralone Using Carbonyl Chelating Proton Donors.
✍ Jason Eames πŸ“‚ Article πŸ“… 2010 πŸ› John Wiley and Sons βš– 25 KB πŸ‘ 2 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a β€œFull Text” option. The original article is trackable v