Homework Help is Here – Start Your Trial Now!
Science
Chemistry
1. How can the chirality of compound 1? 2. How the configuration inversion of -OH moiety of compound 2 occur stereoselectively? Thank you...

1. How can the chirality of compound 1? 2. How the configuration inversion of -OH moiety of compound 2 occur stereoselectively? Thank you...

Chemistry
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
icon
Related questions
Question

1. How can the chirality of compound 1?

2. How the configuration inversion of -OH moiety of compound 2 occur stereoselectively? Thank you....     

C₁1H23 C₁1 H23 1. m-CPBA, CH₂Cl₂, 73% 2. t-BuMe,SICI, imidazole, DMF, 83% OH 4 OH 6 1. Na/C6H₁31 2. (+)-(IPC)₂BH then H₂O₂ 65% C₁1H23 C6H₁3 OSiMe₂t-Bu C6H₁3 1. HF, CH₂CN, 94% 2. NaOH, EtOH/H₂O 50 °C, 4 h, 99% 9 1 LOH C6H₁3 C₂H13 PhCO₂H, DEAD, PPh 3, 72% 2.5% KOH/MeOH, 50 °C, 3h, 62% 1. (COCI)₂, DMSO then Et₂N, 89% 2. HF, 71% C₁1H23 1. 8 3 -C6H₁3 OSiMe₂t-Bu 1. t-BuMe,SICI, imidazole, DMF, 90% 2. KOH, BnBr, dioxane, 81% 3. Cl₂CCNH(OBn), CF₂SO3H, 71% C₁₁ ₂23 CO₂H C6H₁3 www 1. N-Cbz-Leu, DCC, 85% 2. H₂, 10% Pd/C, THF 3. ACOCHO, THF, 72% 5 (C₁1H23)2 Cu(CN)Li₂ Et₂O, -20 °C, 2 h, 68% (regioselective) C6H₁3 OSiMe₂t-Bu C11H₂3 7 C11H23 2 m-CPBA CH₂Cl₂, 73% QBn QSiMe t-Bu simene CO₂Bn NH CHO 1. PhSO₂Cl, pyr 69% 2. H₂, 10% Pd/C, THF, 95% 10 (regioselective) C6H13 OH C₂H13 C6H13
Transcribed Image Text:C₁1H23 C₁1 H23 1. m-CPBA, CH₂Cl₂, 73% 2. t-BuMe,SICI, imidazole, DMF, 83% OH 4 OH 6 1. Na/C6H₁31 2. (+)-(IPC)₂BH then H₂O₂ 65% C₁1H23 C6H₁3 OSiMe₂t-Bu C6H₁3 1. HF, CH₂CN, 94% 2. NaOH, EtOH/H₂O 50 °C, 4 h, 99% 9 1 LOH C6H₁3 C₂H13 PhCO₂H, DEAD, PPh 3, 72% 2.5% KOH/MeOH, 50 °C, 3h, 62% 1. (COCI)₂, DMSO then Et₂N, 89% 2. HF, 71% C₁1H23 1. 8 3 -C6H₁3 OSiMe₂t-Bu 1. t-BuMe,SICI, imidazole, DMF, 90% 2. KOH, BnBr, dioxane, 81% 3. Cl₂CCNH(OBn), CF₂SO3H, 71% C₁₁ ₂23 CO₂H C6H₁3 www 1. N-Cbz-Leu, DCC, 85% 2. H₂, 10% Pd/C, THF 3. ACOCHO, THF, 72% 5 (C₁1H23)2 Cu(CN)Li₂ Et₂O, -20 °C, 2 h, 68% (regioselective) C6H₁3 OSiMe₂t-Bu C11H₂3 7 C11H23 2 m-CPBA CH₂Cl₂, 73% QBn QSiMe t-Bu simene CO₂Bn NH CHO 1. PhSO₂Cl, pyr 69% 2. H₂, 10% Pd/C, THF, 95% 10 (regioselective) C6H13 OH C₂H13 C6H13
Expert Solution
steps

Step by step

Solved in 3 steps with 2 images

SEE SOLUTIONCheck out a sample Q&A here
Blurred answer
Knowledge Booster
Stereochemistry in Organic Reactions
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY
SEE MORE TEXTBOOKS