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SRN1 Reactions of 7-Iodobicyclo[4.1.0]heptane, 1-Iodoadamantane, and Neopentyl Iodide with Carbanions Induced by FeBr2 in DMSO

✍ Scribed by Nazareno, Mónica A.; Rossi, Roberto A.

Book ID
111888676
Publisher
American Chemical Society
Year
1996
Tongue
English
Weight
161 KB
Volume
61
Category
Article
ISSN
0022-3263

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SRN1 reactions of 7-iodobicyclo[4.1.0]he
SRN1 reactions of 7-iodobicyclo[4.1.0]heptane with carbanions. A novel stereoselective CC bond formation on cyclopropane rings
✍ Mónica A. Nazareno; Roberto A. Rossi 📂 Article 📅 1994 🏛 Elsevier Science 🌐 French ⚖ 553 KB

The plWhmulated xeaction of 7-iodobicyclo[4.1.0]-heptane (7-iodooorcarane, 1, a mixture of cu. 1: 1 of the exo:endo isomers ) with acetoplmone. molate ion 2 io DMSO at 60°C gave the substitim products 3a (em) aud 3b (en&) in 87% yield (with an exo:endo ratio of 16). III the dark at 6o"c, not only th