(a) As shown in Fig. P11.78(a), 1,5-cyclooctadiene undergoes an electrophilic addition with SCl2 to give compound A....
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(a) As shown in Fig. P11.78(a), 1,5-cyclooctadiene undergoes an electrophilic addition with SCl2 to give compound A. (Notice the conformation of A, also shown.) Provide a curved-arrow mechanism for this transformation that accounts for the stereochemistry.
(b) Suggest a mechanism that accounts for the reaction of A shown in Fig. P11.78(b).
Transcribed Image Text:
(a) 1,5-cyclooctadiene (b) Cl :S: + SC1₂ A Figure P11.78 + 2Na+ N₂ sodium azide (see Table 9.1, p. 385) H₂O 100 °C :S: A N3 :S: Cl Za conformation of A :S + 2 Na Cl
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