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Indium and zinc mediated Barbier type reactions: Allylation and propargylation reactions of 6-oxopenicillanate and 7-oxocephalosporanate

✍ Scribed by Yong Seo Cho; Jie Eun Lee; Ae Nim Pae; Kyung Il Choi; Hun Yeong Koh

Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
187 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis

Allylation and propargylation of compounds, 6-oxopenicillanate 1 and 7-oxocephalosporanate 2, were accomplished by reacting the corresponding bromides in the presence of indium or zinc. Both indium and zinc gave alkylated products in moderate yields under mild conditions. Indium mediated Barbier reactions in aqueous THF exhibited slightly higher stereoselectivity than zinc mediated reactions in anhydrous THF.

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Indium mediated allylation and propargyl
Indium mediated allylation and propargylation reactions of dimethyl acetals and ketals
✍ Jin Sun Kwon; Ae Nim Pae; Kyung Il Choi; Hun Yeong Koh; Youseung Kim; Yong Seo C πŸ“‚ Article πŸ“… 2001 πŸ› Elsevier Science 🌐 French βš– 115 KB

Indium mediated allylation and propargylation reactions of acetals and ketals with various allyl or propargyl bromides in aqueous media successfully provided the corresponding homoallylic or homopropargylic (and allenylic) alcohol, respectively, in moderate to good yields. Highly chemoselective ally