07FH7ans - 1. 2. LDA Br CN N D OH A B H + C 15 H 16 O 13 C...

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

View Full Document Right Arrow Icon
3. (10 points) Write a synthesis route to E . You may use any starting material that contributes three or fewer carbons to the final product. Chem 331 1. (10 points) Deduce the structure of B , and draw an arrow-pushing mechanism for its formation. 2. (10 points) Draw an arrow-pushing mechanism for the transformation of C to D . Fall 2007 Homework #7 due: 10 a.m. Mon. Oct. 29th Name ___________________ C OH N E CN
Background image of page 1
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: 1. 2. LDA Br CN N D OH A B H + C 15 H 16 O 13 C NMR: 136.8, s 125.5,d 133.3, s 126.1, d 132.4, s 80.2, d 128.2, d 68.3, t 128.1, d 42.3, t 127.9, d 31.3, t 127.8, d 25.9, t 127.7, d 1 H NMR: 7.4 - 7.8, m, 7H 4.21, m, 1H 3.94, m, 1H 3.80, m, 1H 3.10, dd, J = 6.0, 13.5 Hz, 1H 2.94, dd, J = 6.5, 13.5 Hz, 1H 1.9, m, 3H 1.6, m, 1H H + OH O H O Br N CN Br H N N CN Br HN CN LDA; Br CN Dibal O H MgBr...
View Full Document

This note was uploaded on 07/08/2008 for the course CHEM 331 taught by Professor Kramer during the Spring '08 term at University of Delaware.

Ask a homework question - tutors are online