Lepadiformine is a cytotoxic marine alkaloid that has cardiovascular biological activity. Draw the product of this key SN2 reaction (shown below) used in the synthesis of lepadiformine. Use wedge and dash bonds to indicate stereochemistry where appropriate. Ignore inorganic byproducts. N. O. Br Sio Li THF of ZI

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**Title: Synthesis of Lepadiformine via SN2 Reaction**

**Introduction:**
Lepadiformine is a cytotoxic marine alkaloid with significant cardiovascular biological activity. This exercise involves drawing the product of a key SN2 reaction involved in the synthesis of lepadiformine. The focus is on using wedge and dash bonds to accurately depict stereochemistry, while inorganic byproducts are ignored.

**Reaction Details:**
The SN2 reaction involves the following starting materials:

- A cyclic structure featuring a bromide ion (Br) attached to a nitrogen (N)-containing ring with a hydrogen atom (H) and a carbonyl group (C=O).
- A phenyl group (a benzene ring) attached to a silicon (Si) atom, which is bonded to a lithium cation (Li⁺).
- The solvent tetrahydrofuran (THF) is indicated as the reaction medium.

**Instructions:**
Draw the SN2 reaction product, precisely illustrating stereochemistry with wedge and dash bonds as needed.

**Note:**
The diagram hints that an inversion of configuration might occur due to the SN2 mechanism, where the nucleophile attacks from the opposite side of the leaving group.
Transcribed Image Text:**Title: Synthesis of Lepadiformine via SN2 Reaction** **Introduction:** Lepadiformine is a cytotoxic marine alkaloid with significant cardiovascular biological activity. This exercise involves drawing the product of a key SN2 reaction involved in the synthesis of lepadiformine. The focus is on using wedge and dash bonds to accurately depict stereochemistry, while inorganic byproducts are ignored. **Reaction Details:** The SN2 reaction involves the following starting materials: - A cyclic structure featuring a bromide ion (Br) attached to a nitrogen (N)-containing ring with a hydrogen atom (H) and a carbonyl group (C=O). - A phenyl group (a benzene ring) attached to a silicon (Si) atom, which is bonded to a lithium cation (Li⁺). - The solvent tetrahydrofuran (THF) is indicated as the reaction medium. **Instructions:** Draw the SN2 reaction product, precisely illustrating stereochemistry with wedge and dash bonds as needed. **Note:** The diagram hints that an inversion of configuration might occur due to the SN2 mechanism, where the nucleophile attacks from the opposite side of the leaving group.
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