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Mechanism and stereoselectivity of indirect Wittig reaction via isolation of 1,2-hydroxyphosphonium salt

✍ Scribed by Mugio Nishizawa; Yasuko Komatsu; Dulce M García; Yohko Noguchi; Hiroshi Imagawa; Hidetoshi Yamada


Book ID
104256393
Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
194 KB
Volume
38
Category
Article
ISSN
0040-4039

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✦ Synopsis


An indirect Wittig reaction via isolation of a 1,2-hydroxyphosphonium salt and subsequent treatment with a base such as DBU showed identical stereoselectivity with the corresponding direct Wittig reaction at least between an aliphatic aldehyde and an unstable ylide. The mechanism of the indirect Wittig reaction is discussed on the basis of a synchronous [2+2] mechanism of the Wittig reaction.


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