✦ LIBER ✦

Synthesis of optically active 4-hydroxyalk-2-enenitriles; Reaction of optically active 2-(p-chlorophenylsulfinyl)acetonitrile with aldehydes in the presence of piperidine in acetonitrile

✍ Scribed by Junzo Nolcami; Tadakatsu Mandai; Akira Nishimura; Takashi Takeda; Shoji Wakabayashi; Norio Kunieda

Book ID: 104219225
Publisher: Elsevier Science
Year: 1986
Tongue: French
Weight: 237 KB
Volume: 27
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)85146-1

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✦ Synopsis

Reaction of optically active 2-(p-chlorophenylsulfinyl)acetonitrile ((R)-la) with aldehydes, -in the presence of piperidine in acetonitrile at r,t,, gave optically active 4-hydroxyalk-2-enenitriles in good optical and chemical yields,, The absolute configuration of (-)-4-hydroxypent-2-enenitrile,

predominantly obtained by the reaction of (R)-la with propanal, was determined to be R,

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