Organic chemistry - multistep synthesis intermediates?

Question

Hi, what are the intermediates for each reagent? Thanks!
Reaction can be found at

http://img228.imageshack.us/img228/7318/20996726rb0.png

Answer 1

A = Ph-COOH

B = Ph-CH2OH

C = Ph-CHO

D = Ph-CH(OH)CH2CH3

E = Ph-CH=CH-CH3

PCC = pyridinium chlorochromate, oxidizes 1º alcohols to aldehyde selectively.

ref: http://www.britannica.com/eb/topic-484889/pyridinium-chlorochromate

Answer 2

DrOChem's would be one way. Depending on what reactions you know, I'd opt for another. If I were doing this for real, I'd cool it to -78°C in THF and add two equivalents of methyllithium. The first equivalent would give methane and the amide anion. The second would add just as Weinreb's amide, but I don't think the yield would suffer as much as doing extra steps. Work up the reaction mixture with aqueous acid will hydrolyze the imine intermediate to give the ketone. Then borohydride reduction would give the product alcohol. An alternate would be to add lithium dimethylcuprate (Gilman reagent) to the acid chloride to give the ketone. Finally, I'd rather hydrolyze the amide under acidic conditions as base hydrolyses are hard due to a need to form the dianion intermediate. Although the addition of organometallic reagents to amides is not in "The Language of Organic Chemistry", the other reactions are.

Answer 3

A = C6H5-COOH

B = C6H5-CH2OH

What's PCC?