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Allylmanganation and diallylation of acetylenic compounds

✍ Scribed by Jun Tang; Kenji Okada; Hiroshi Shinokubo; Koichiro Oshima

Book ID: 104207719
Publisher: Elsevier Science
Year: 1997
Tongue: French
Weight: 777 KB
Volume: 53
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(97)00201-9

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✦ Synopsis

Treatment of homopropargylic alcohol and its derivatives or propargylic alcohols with tetraallylmangalmte or triallylman~anate provided monoallylated products in good yields with high regio-and stereoseleetivities. The intermediary alkenylmunganese compounds were trapped by various electrophiles. The reaction was dearly oxygen-assisted since 6-dodecyne was completely recovered unchanged. Diallylation products were obtained in the presence of air. Allylmagnesation and diallylation of these acetylenic compounds catalyzed by manganese salts are also disclosed.

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