Stereoelectronic controlling features of allylic asymmetry. Application to ester enolate alkylations
β Scribed by McGarvey, Glenn J.; Williams, J. Michael
- Book ID
- 127295479
- Publisher
- American Chemical Society
- Year
- 1985
- Tongue
- English
- Weight
- 376 KB
- Volume
- 107
- Category
- Article
- ISSN
- 0002-7863
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π SIMILAR VOLUMES
## Abstract Deprotonation of __N__βprotected esters of the amino acids alanine 1, ethylglycin 6, valine 7, and phenylalanine 8 with LDA and subsequent addition of various metal salts result in the formation of a probably chelated metal enolate. Aldol reactions of these enolates with aldehydes affor
Recently, we reported an efficient palladium(0) catalyzed allylation of a non-stabilized nucleophile, lithium enolate of ethyl isobutyrate 2a, with monoepoxide of isoprene la, as a first step in the total synthesis of epiilludol (scheme 1).] The synthetic value of the regio-and stereoselective allyl