HW13 - stereochemical configurations H O + O H OCH 2 CH 3...

Info iconThis preview shows page 1. Sign up to view the full content.

View Full Document Right Arrow Icon
CH 310N Spring 2007 Last Name: First Name: Dr. Bocknack UTEID: Score: Graded Homework Problem #13 Deadline : 3:00 p.m., Monday, 3/31/07 LATE WORK WILL NOT BE ACCEPTED OR GRADED!!! This problem is worth a total of 20 raw points. One of the steps involved in an early synthesis of cholesterol involved the crossed Claisen condensation reaction shown below. Please note that the “squiggly” bond in the product indicates that the new chiral center created in the reaction is formed having both possible
Background image of page 1
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: stereochemical configurations H O + O H OCH 2 CH 3 1) NaOEt, EtOH 2) H 3 O + H O O H + OEt Propose a mechanism for the overall transformation shown above. As usual, use curved arrows to show movement of electron pairs, and draw structures for all important reaction intermediates. If an intermediate is a resonance hybrid, it is only necessary to draw the most important contributing resonance structure....
View Full Document

This note was uploaded on 09/04/2008 for the course CH 310n taught by Professor Iverson during the Spring '08 term at University of Texas.

Ask a homework question - tutors are online