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Efficient Synthesis of Methyl 2-(tert-Butyl)acrylate and Analogous Esters (1994)

Xu, Long-He ; Kündig, Ernst Peter

New York, NY : Wiley-Blackwell

Helvetica Chimica Acta 77 (1994), S. 1480-1484

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Details

ISSN: 0018-019X

Keywords: Chemistry ; Organic Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: The title products are prepared via an efficient three-step synthesis which involves hydroalumination of methyl propiolate and Lewis-acid-promoted reaction with acetone in the presence of BF3 followed by two highly selective SN2′ reactions. The key step is the reaction of 2-(chloromethyl)acrylates with R2CuLi/ZnCl2 reagents which takes place with complete allylic rearrangement.

Additional Material: 1 Tab.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/hlca.19940770603

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