11. A radical cyclization cascade was used in the total synthesis of the natural product, hirsutene. Propose a mechanism for this transformation. Hints: a) Start by using the tin radical (left) to abstract the iodide. b) After both new rings are formed, an H atom can be abstracted from Bu3Sn-H to complete the mechanism. Bu,SnH AİBN BuzSn' benzene 80 °C H 80% yield hirsutene

11. A radical cyclization cascade was used in the total synthesis of the natural product, hirsutene. Propose a mechanism for this transformation. Hints: a) Start by using the tin radical (left) to abstract the iodide. b) After both new rings are formed, an H atom can be abstracted from Bu3Sn-H to complete the mechanism. Bu,SnH AİBN BuzSn' benzene 80 °C H 80% yield hirsutene

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

See similar textbooks

Similar questions

What is the exact reaction mechanism behind this reaction? I understand how to get from BHA to the BHA radical but am not sure how to get from the BHA radical to the quinone via arrows, resonance, etc. Detailed steps would be great.
CO2Et 120 °C 1c. CO2Et .CO2Et CO,Et CO,Et CO,Et CO2Et CO,Et a b 1d. Identify the reagent(s) that will promote the following transformation. Br A) HBr, tetrahydrofuran B) HBr, peroxides C) Br2, CCI4 D) Br2, H20 1e. Identify the reagent(s) that will promote the following transformation. Br A) HBr, tetrahydrofuran B) HBr, peroxides C) Br2, CCI4 D) Br2, H2O 1f. Which is the correct product in the following reaction? .COOH COOH .COOH .COOH СООН COOH COOH COOH COOH COOH (A) (B) (C) (D)
Fill in the missing products along the way
Fill in the missing reactants, reagents and products in the following reactions. Indicate stereochemistry if necessary. Unless otherwise specified, assume the reagents are in excess. PLease explaion with MUCH detail.
The Kharasch reaction, named after its discoverer who also invented the medical preservative thimerosal, is a radical process in which carbon tetrachloride is added across an alkene. Draw a mechanism showing initiation and propagation steps for this reaction and explaining the observed regiochemical outcome. CIl4, heat R R .Cl3 Ph. Ph
Mechanism time! Upon treating the indicated starting material with HCl the resultant polycyclic product was formed. Please provide a reasonable arrow-pushing mechanism to account for the formation of the indicated product, including the drawing of all resonance structures after the requisite C-C bond has bond.
7. Predict the products. Finish the following reactions: Show the organic products, reactants, or reaction conditions with stereochemistry as appropriate. ALL reactions proceed to give one or more products. a) b) c) d) OTS OMS Br KOtBu HOtBu he NaCN h H₂O Heat OH NaOH H₂O H₂SO4 H₂O Heat
For the dehydrohalogenation (E2) reaction shown, draw the Zaitsev product, showing the stereochemistry clearly. CI for H KOH CH3 EtOH Heat Select Draw Templates More / // C H ୧ P Erase Q2Q
COL Week 10: Pericyclic Reactions 1. Draw the intermediates A-C for reactions a and b. Please show the appropriate stereochemistry where necessary. RQ RO 24 hv CO₂Me CO₂Me A (b) B с CO₂Me 2. Propose a full mechanism using curvy reactions arrows for the following transformation. A N MeO₂C Anti-tumour agent Carolin barrelene 1
Mechanism: Show a detailed reaction mechanism for the following reaction. Include the structure of the expected products and appropriate stereochemistry for all steps. Assume all reagents are in excess.