Sp08_215_blank-1 - Name_ Sp08_215_E1_p1 I (21 points)...

Info iconThis preview shows pages 1–3. Sign up to view the full content.

View Full Document Right Arrow Icon
Name________________________________ Sp08_215_E1_p1 I ( 21 points ) Complete the following reactions by providing starting material, reactants (number steps as necessary), or products. a) JOC 2008 , 73, ASAP Kobayashi OsO 4 N + O CH 3 O - THF, H 2 O 2) Na 2 SO 3 O HO OH N O O CH 3 N H N OH O CH 3 N H b) JOC 2008 , 73 , ASAP Clayden d) JOC , 2008 , , ASAP Mandal HO O O O PhCH 2 O H 3 C H NaH I e) Org. Lett. 2008 , 10, 1679 SH HS HCl OH HO HO H H cat. acid O H C 15 H 20 O 3 S 2 including 3 6-membered rings S S 3 3 3 3 3 3 3 c) 2008 , 1807 [(CH 3 ) 2 CH] 3 Si OCH 3 H 3 C O H O O 1) CH 3 CH 2 CH 2 CH 2 Li (base) 2) 3) protonation 1) + NaI + H 2 intramolecular hemi- acetal w/ 4-hydroxy + H 2 O + H 2 O
Background image of page 1

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Name________________________________ Sp08_215_E1_p2 O P Cl H O O H O O H H II ( 30 points ) A. ( JOC 2008 , ASAP, Hartung ) The reagent 2-chloro-bis[menth-1-yloxycarbonyl]-1,3,2- dioxaphospholane was shown to be useful in determining the enatiomeric purity of chiral alcohols via 31 P NMR. The enatiomerically pure phosphorous reagent reacts with chiral alcohols to form diasteromers as shown below. The phosphorous diastereomers have baseline-separated signals. Circle the appropriate stereochemical designation for each stereocenter below. O P O O H O O H O O H H Ph OH Ph 2-chloro-bis[menthy-1-yloxycarbonyl]- 1,3,2-dioxaphospholane R or S R or S R or S R or S R or S
Background image of page 2
Image of page 3
This is the end of the preview. Sign up to access the rest of the document.

Page1 / 5

Sp08_215_blank-1 - Name_ Sp08_215_E1_p1 I (21 points)...

This preview shows document pages 1 - 3. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online