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Nucleophilic step of ring-opening reactions of cyclopropanes with electrophiles. Electronic substituent effects on stereoselectivity of reactions of some 1-arylbicyclo[4.1.0]heptanes with mercuric salts

✍ Scribed by Battistini, C.; Crotti, P.; Macchia, B.; Macchia, F.; DePuy, C. H.


Book ID
126883347
Publisher
American Chemical Society
Year
1978
Tongue
English
Weight
715 KB
Volume
43
Category
Article
ISSN
0022-3263

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SRN1 reactions of 7-iodobicyclo[4.1.0]he
✍ MΓ³nica A. Nazareno; Roberto A. Rossi πŸ“‚ Article πŸ“… 1994 πŸ› Elsevier Science 🌐 French βš– 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 60Β°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