Kinetics and Mechanism of the Addition of Nucleophiles to α,β-Unsaturated Thiol Esters
✍ Scribed by Hartman, Rosemarie F.; Rose, Seth D.
- Book ID
- 125931345
- Publisher
- American Chemical Society
- Year
- 2006
- Tongue
- English
- Weight
- 181 KB
- Volume
- 71
- Category
- Article
- ISSN
- 0022-3263
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📜 SIMILAR VOLUMES
The addition of&-nucleophiles to unsaturated substrates has recently drawn both theoretical1 and experimental attention. 2 In this report we present data pertaining to the addition ofd-nucleophiles to Cr,$ -unsaturated esters, in particular ethyl cinnamate. We 'lWe h ave also obtained oils having h
## Abstract The first example of an organocatalytic asymmetric Michael addition of aldehydes to α,β‐unsaturated thiol esters promoted by chiral diphenylprolinol silyl ether is presented. The reaction occurs with good yields, diastereoselectivity and excellent enantioselectivity.
Addition of Thiols to α,β-Unsaturated Esters in the Presence of Alumina. -Michael-type additions of thiols to α,β-unsaturated esters in the presence of neutral alumina proceed easily under appropriate mild conditions to give the corresponding adducts [cf. (III), (VI)/(VII)] in good to excellent yie