<MultiModal>![[H][C@]1(OC[C@H]2C3=CC=CC=C3)N2[C@](CC(OC)=C)(C#N)CCC1.Cl[Mg]CCCC4OCCO4>C[Si](C)(OS(=O)(C(F)(F)F)=O)C(C)(C)C.ClCCl>[$\mathbf{A}$], $\mathbf{A}$ is the reaction product, reaction temperature $-78\degree \mathrm{C}$](/media/uploads/f2bcf671-ecc0-4147-a938-07dd8e39a583.png)</MultiModal>

Given that the molecular formula of the reaction product $\mathbf{A}$ is $\mathrm{C_{23}H_{33}NO_4}$, provide the structural formula of $\mathbf{A}$.
<MultiModal>![[H][C@]1(OC[C@H]2C3=CC=CC=C3)N2[C@](CC(OC)=C)(C#N)CCC1.Cl[Mg]CCCC4OCCO4>C[Si](C)(OS(=O)(C(F)(F)F)=O)C(C)(C)C.ClCCl>[$\mathbf{A}$],$\mathbf{A}$是反应产物, 反应温度$-78\degree \mathrm{C}$](/media/uploads/f2bcf671-ecc0-4147-a938-07dd8e39a583.png)</MultiModal>

已知反应产物$\mathbf{A}$的分子式是$\mathrm{C_{23}H_{33}NO_4}$，试给出$\mathbf{A}$的结构式
All other options are incorrect
<MultiModal>![CO[C@]1(C2)C[C@@]3(CCCC4OCCO4)CCCC2N3[C@H](C5=CC=CC=C5)CO1](/media/uploads/19da8255-30bc-48a6-b596-8435396b53b6.png)</MultiModal>
<MultiModal>![CO[C@@]1(C2)C[C@]3(CCCC4OCCO4)CCCC2N3[C@H](C5=CC=CC=C5)CO1](/media/uploads/1e5cdf43-5a25-4fa6-9203-f55e85f01413.png)</MultiModal>
<MultiModal>![C=C(OC)C[C@H]1N2[C@](OC[C@H]2C3=CC=CC=C3)(CCCC4OCCO4)CCC1](/media/uploads/40275ae2-8c80-4e2d-9594-9811fbef4d76.png)</MultiModal>
<MultiModal>![C=C(OC)C[C@H]1N2[C@@](OC[C@H]2C3=CC=CC=C3)(CCCC4OCCO4)CCC1](/media/uploads/f39c8fb6-2e32-4d40-9e3a-597b683990c7.png)</MultiModal>
<MultiModal>![C=C(OC)C[C@@H]1N2[C@](OC[C@@H]2C3=CC=CC=C3)(CCCC4OCCO4)CCC1](/media/uploads/d285f618-267c-40c7-898e-68b07cc02f30.png)</MultiModal>
<MultiModal>![C=C(OC)C[C@@H]1N2[C@@](OC[C@H]2C3=CC=CC=C3)(CCCC4OCCO4)CCC1](/media/uploads/8435e808-d2d5-4872-b4d0-884de1b39695.png)</MultiModal>
其他选项均不正确
<MultiModal>![CO[C@]1(C2)C[C@@]3(CCCC4OCCO4)CCCC2N3[C@H](C5=CC=CC=C5)CO1](/media/uploads/19da8255-30bc-48a6-b596-8435396b53b6.png)</MultiModal>
<MultiModal>![CO[C@@]1(C2)C[C@]3(CCCC4OCCO4)CCCC2N3[C@H](C5=CC=CC=C5)CO1](/media/uploads/1e5cdf43-5a25-4fa6-9203-f55e85f01413.png)</MultiModal>
<MultiModal>![C=C(OC)C[C@H]1N2[C@](OC[C@H]2C3=CC=CC=C3)(CCCC4OCCO4)CCC1](/media/uploads/40275ae2-8c80-4e2d-9594-9811fbef4d76.png)</MultiModal>
<MultiModal>![C=C(OC)C[C@H]1N2[C@@](OC[C@H]2C3=CC=CC=C3)(CCCC4OCCO4)CCC1](/media/uploads/f39c8fb6-2e32-4d40-9e3a-597b683990c7.png)</MultiModal>
<MultiModal>![C=C(OC)C[C@@H]1N2[C@](OC[C@@H]2C3=CC=CC=C3)(CCCC4OCCO4)CCC1](/media/uploads/d285f618-267c-40c7-898e-68b07cc02f30.png)</MultiModal>
<MultiModal>![C=C(OC)C[C@@H]1N2[C@@](OC[C@H]2C3=CC=CC=C3)(CCCC4OCCO4)CCC1](/media/uploads/8435e808-d2d5-4872-b4d0-884de1b39695.png)</MultiModal>
First, the substrate is activated by one molecule of $\mathrm{TBDMSOTf}$ to obtain intermediate $\mathbf{1}$

<MultiModal>![intermediate$\mathbf{1}$：C=C(OC)C[C@]1(C#N)[N+]([C@H](C2=CC=CC=C2)CO[Si](C)(C)C(C)(C)C)=CCCC1](/media/uploads/58e9685a-fce6-49fb-8173-0a72580619ee.png)</MultiModal>

<Checkpoint>[intermediate$\mathbf{1}$：C=C(OC)C[C@]1(C#N)[N+]([C@H](C2=CC=CC=C2)CO[Si](C)(C)C(C)(C)C)=CCCC1](1)</Checkpoint>

Then, the carbocation is captured by the adjacent alkenyl group to obtain intermediate $\mathbf{2}$

<MultiModal>![intermediate$\mathbf{2}$
：C[O+]=C1C[C@]2(C#N)N([C@H](C3=CC=CC=C3)CO[Si](C)(C)C(C)(C)C)[C@H](C1)CCC2](/media/uploads/a86cd68a-b535-42f7-b2db-4744b6108e61.png)</MultiModal>

<Checkpoint>[intermediate$\mathbf{2}$ ：C[O+]=C1C[C@]2(C#N)N([C@H](C3=CC=CC=C3)CO[Si](C)(C)C(C)(C)C)[C@H](C1)CCC2](1)</Checkpoint>

Then, ring opening occurs from the other direction to obtain intermediate $\mathbf{3}$

<MultiModal>![intermediate$\mathbf{3}$：C=C(OC)C[C@H]1[N+]([C@H](C2=CC=CC=C2)CO[Si](C)(C)C(C)(C)C)=C(C#N)CCC1](/media/uploads/9982cc70-9676-4e99-b003-6ec0fb557c0a.png)</MultiModal>

<Checkpoint>[intermediate$\mathbf{3}$：C=C(OC)C[C@H]1[N+]([C@H](C2=CC=CC=C2)CO[Si](C)(C)C(C)(C)C)=C(C#N)CCC1](1)</Checkpoint>

Then the protecting group on the oxygen is removed and cyclization occurs to obtain intermediate $\mathbf{4}$

<MultiModal>![intermediate$\mathbf{4}$：C=C(OC)C[C@H]1N2C(OC[C@H]2C3=CC=CC=C3)(C#N)CCC1](/media/uploads/89ec65b7-1200-41d5-b0f9-222e9cf7e3ba.png)</MultiModal>

<Checkpoint>[intermediate$\mathbf{4}$：C=C(OC)C[C@H]1N2C(OC[C@H]2C3=CC=CC=C3)(C#N)CCC1](1)</Checkpoint>

This intermediate can lose a cyanide ion to obtain intermediate $\mathbf{5}$

<MultiModal>![intermediate$\mathbf{5}$：C=C(OC)C[C@H]1[N+]2=C(OC[C@H]2C3=CC=CC=C3)CCC1](/media/uploads/72a19454-018c-4566-b874-c55fae74741e.png)</MultiModal>

The last step of Grignard reagent addition is irreversible

<Checkpoint>[The last step of Grignard reagent addition is irreversible](1)</Checkpoint>

Since the side containing the alkyl chain has larger steric hindrance, and the complexation with $\mathrm{Mg^{2+}}$ may further increase the steric hindrance on the side of the alkyl chain, the Grignard reagent tends to attack from the side opposite to the alkyl chain to obtain the reaction product $\mathbf{A}$

<Checkpoint>[Since the side containing the alkyl chain has larger steric hindrance, and the complexation with $\mathrm{Mg^{2+}}$ may further increase the steric hindrance on the side of the alkyl chain, the Grignard reagent tends to attack from the side opposite to the alkyl chain to obtain the reaction product $\mathbf{A}$](1)</Checkpoint>

<MultiModal>![product$\mathbf{A}$：C=C(OC)C[C@H]1N2[C@](OC[C@H]2C3=CC=CC=C3)(CCCC4OCCO4)CCC1](/media/uploads/40275ae2-8c80-4e2d-9594-9811fbef4d76.png)</MultiModal>
首先，底物被一分子$\mathrm{TBDMSOTf}$活化得到中间体$\mathbf{1}$

<MultiModal>![中间体$\mathbf{1}$：C=C(OC)C[C@]1(C#N)[N+]([C@H](C2=CC=CC=C2)CO[Si](C)(C)C(C)(C)C)=CCCC1](/media/uploads/58e9685a-fce6-49fb-8173-0a72580619ee.png)</MultiModal>

<Checkpoint>[中间体$\mathbf{1}$：C=C(OC)C[C@]1(C#N)[N+]([C@H](C2=CC=CC=C2)CO[Si](C)(C)C(C)(C)C)=CCCC1](1)</Checkpoint>

接着该碳正离子被邻位的烯基捕获得到中间体$\mathbf{2}$

<MultiModal>![中间体$\mathbf{2}$
：C[O+]=C1C[C@]2(C#N)N([C@H](C3=CC=CC=C3)CO[Si](C)(C)C(C)(C)C)[C@H](C1)CCC2](/media/uploads/a86cd68a-b535-42f7-b2db-4744b6108e61.png)</MultiModal>

<Checkpoint>[中间体$\mathbf{2}$ ：C[O+]=C1C[C@]2(C#N)N([C@H](C3=CC=CC=C3)CO[Si](C)(C)C(C)(C)C)[C@H](C1)CCC2](1)</Checkpoint>

接着从另一个方向开环得到中间体$\mathbf{3}$

<MultiModal>![中间体$\mathbf{3}$：C=C(OC)C[C@H]1[N+]([C@H](C2=CC=CC=C2)CO[Si](C)(C)C(C)(C)C)=C(C#N)CCC1](/media/uploads/9982cc70-9676-4e99-b003-6ec0fb557c0a.png)</MultiModal>

<Checkpoint>[中间体$\mathbf{3}$：C=C(OC)C[C@H]1[N+]([C@H](C2=CC=CC=C2)CO[Si](C)(C)C(C)(C)C)=C(C#N)CCC1](1)</Checkpoint>

然后氧上的保护基脱除并成环得到中间体$\mathbf{4}$

<MultiModal>![中间体$\mathbf{4}$：C=C(OC)C[C@H]1N2C(OC[C@H]2C3=CC=CC=C3)(C#N)CCC1](/media/uploads/89ec65b7-1200-41d5-b0f9-222e9cf7e3ba.png)</MultiModal>

<Checkpoint>[中间体$\mathbf{4}$：C=C(OC)C[C@H]1N2C(OC[C@H]2C3=CC=CC=C3)(C#N)CCC1](1)</Checkpoint>

该中间体可以离去一个氰根离子得到中间体$\mathbf{5}$

<MultiModal>![中间体$\mathbf{5}$：C=C(OC)C[C@H]1[N+]2=C(OC[C@H]2C3=CC=CC=C3)CCC1](/media/uploads/72a19454-018c-4566-b874-c55fae74741e.png)</MultiModal>

最后一步格式试剂的加成反应是不可逆的

<Checkpoint>[最后一步格式试剂的加成反应是不可逆的](1)</Checkpoint>

由于含有烷基链的一侧位阻较大，且可能与$\mathrm{Mg^{2+}}$络合后进一步增加烷基链一侧位阻，因此格式试剂倾向于从烷基链异侧进攻得到反应产物$\mathbf{A}$

<Checkpoint>[由于含有烷基链的一侧位阻较大，且可能与$\mathrm{Mg^{2+}}$络合后进一步增加烷基链一侧位阻，因此格式试剂倾向于从烷基链异侧进攻得到反应产物$\mathbf{A}$](1)</Checkpoint>

<MultiModal>![产物$\mathbf{A}$：C=C(OC)C[C@H]1N2[C@](OC[C@H]2C3=CC=CC=C3)(CCCC4OCCO4)CCC1](/media/uploads/40275ae2-8c80-4e2d-9594-9811fbef4d76.png)</MultiModal>