Question

Your Name: 1. (a) Discuss with your group why each transformation (A, B, and C) shown below will not produce the product shown. Be sure to include any applicable discussion on choices of reagents, stereochemical outcome expected versus what is shown in the product. Your peer review for other students should include discussion about why you agree or disagree with the others' responses. Don't just simply comment "I agree" or I disagree". Discuss helpful and insightful suggestions for responses you don't agree with. You should all come to a general consensus of why each case will not work as originally shown. (b) Propose a way to fix the conditions so that the desired product provided can be made from the substrate given. You can do this simply by constructing a new scheme. Be sure to show the correct reagents/conditions for each step and make sure that each step is in the correct order. If applicable, the proposed "fix" should also consider both the regio- and stereochemistry shown in the desired product. There may be more steps required than the number originally shown for each transformation. You will need to recall knowledge of both current and previous reactions presented in the course and text book. In your peer review, discuss why you think each proposed correction will or will not work. Offer insightful suggestion for improvement in such cases. You should all come to a general consensus of a proposed route that will work.

Answer 1

Date 30504 ,H2O 2] Nash C + enantiomer. desired product 6 Osou is dihydroxylation reans Onyar-gration reagent st ques dis-diol. SH T 004 Og04 ... 30 "TOM 2 Cis O from backside to Nash give the SN2 reaction i alcohol it canont attack & Attack on 3°-0H. OH Nash Safrom this reaction we dont get desired product. For desired ponduct we have to do anti-dihydroxylam & then SN2 reaction For antepoxidation We can use MCPBA H2O dihydroxylation. Let's see MCPBRE MCPB, - 7 Oy Nash "SH Product 5N² OH Product Desired Attack Trans

So reagent use for desired product, OMCPBA, H2O OMCPBA , H2O Y 애 TBS R t Origt, the @ Acetone or enantion desired product E diethyl ether desired product C-H2@ synthesis of Grignard reagent takes to in first step place. ET 5 Miat, MD, 2 In 2nd step, Grignard reagent adds on Mgør acetone @ oomgbr Acetone I major Product which is not desirable product

for desirable only in that product we have to change and step we acetaldehyde so OCMgBn higher enartto mer + enantiomer at Top Moot ro Bot desirable product. Overall reaction - OH 10 Før omgi to s to tenantiomers