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Darstellung O-geschützter (R)-2-Hydroxyaldehyde und ihre Hydrocyanierung (1991)

Effenberger, Franz ; Hopf, Martin ; Ziegler, Thomas ; [et al.]

Weinheim : Wiley-Blackwell

Berichte der deutschen chemischen Gesellschaft 124 (1991), S. 1651-1659

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ISSN: 0009-2940

Keywords: (R)-2-Hydroxy aldehydes, O-protected ; Hydrocyanation ; Chemistry ; Inorganic Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: Synthesis of O-Protected (R)-2-Hydroxy Aldehydes and Their HydrocyanationThe synthesis of O-silyl- and O-benzyl-protected (R)-2-hydroxy aldehydes (R)-6 from (R)-2-hydroxy carboxylic acids (R)-1 is described. While attempts for their diastereoselective hydrocyanation with hydrocyanic acid and (R)-oxynitrilase as catalyst have not been successful, the cyano silylation with trimethylsilyl cyanide occurred diastereoselectively with a ratio of 81 : 19 preferring the threo form without racemization at C-2 of the 2-hydroxy aldehyde.

Additional Material: 6 Tab.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/cber.19911240728

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