{[ promptMessage ]}

Bookmark it

{[ promptMessage ]}

07FH11ans - Name Chem 331 13 C NMR 20.6 q 56.6 q 109.2 d...

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

View Full Document Right Arrow Icon
3. Outline a synthetic route to E . Show all reagents. You may use any starting material that incorporates three or fewer carbons in the final product. Absolute configuration does not matter, but you must show how to control relative configuration. 1. (10 points) Deduce the structure of B , and fill in the missing reagent(s). 2. (10 points) Draw an arrow-pushing mechanism for the following transformation: Fall 2007 Homework #11 due: 10 a.m. Monday, December 3
Background image of page 1
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: Name ___________________ Chem 331 13 C NMR: 20.6, q 56.6, q 109.2, d 122.1, d 123.6, d 131.6, s 138.7, s 157.4, s 173.1, s 1 H NMR : 2.45 s, 3H 3.88 s, 3H 6.82 d, 1H, J = 8.0 Hz 6.83 d, 1H, J = 8.0 Hz 7.29 t, 1H, J = J = 8.0 Hz C 9 H 10 O 3 A E C D B H + CN OH O OH OH OH CH 3 O CO 2 CH 3 CH 3 O CO 2 H NaOH H + O OH H OH OH OH OH H Br Br MgCl Br NaCN DMSO CN MCPBA CN O CN OH LDA LDA x 2; Br CN OH...
View Full Document

{[ snackBarMessage ]}