In Section 12.2, we learned that the Simmons-Smith reaction produces a cyclopropane ring from an alkene. Diiodomethane (CH,I2) is treated with a source of zinc to produce the Simmons-Smith reagent (ICH,ZnI), which reacts with the alkene in a single elementary step. Complete the mechanism below by adding the necessary curved arrows for this elementary step. Hint: The curved arrow notation is very similar to that for epoxidation involving a peroxyacid.) H, CH2 Enantiomer + Simmons-Smith reagent

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter14: Elimination
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In Section 12.2, we learned that the Simmons-Smith reaction produces a cyclopropane ring from an alkene.
Diiodomethane (CH,I2) is treated with a source of zinc to produce the Simmons-Smith reagent (ICH,ZnI), which reacts
with the alkene in a single elementary step. Complete the mechanism below by adding the necessary curved arrows for
this elementary step. Hint: The curved arrow notation is very similar to that for epoxidation involving a peroxyacid.)
H,
CH2
Enantiomer
+
Simmons-Smith reagent
Transcribed Image Text:In Section 12.2, we learned that the Simmons-Smith reaction produces a cyclopropane ring from an alkene. Diiodomethane (CH,I2) is treated with a source of zinc to produce the Simmons-Smith reagent (ICH,ZnI), which reacts with the alkene in a single elementary step. Complete the mechanism below by adding the necessary curved arrows for this elementary step. Hint: The curved arrow notation is very similar to that for epoxidation involving a peroxyacid.) H, CH2 Enantiomer + Simmons-Smith reagent
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