Question

1) Choose one molecule from the set and create an 8-step synthesis scheme using the chosen molecule as your starting material. You need to write the complete set of reagents and draw the product expected from each step. Reagents typically used together are considered one step, e.g. 1) LAH 2) H.O should be considered as one step. Your 8 steps must include at least one reaction from each of the chapters, aldehydes and ketones, carboxylic acid derivatives, alcohols. You can repeat a reaction only once therefore your scheme could have 2 oxidations maximum etc. More specifically, your scheme can include: a) oxidations b) reductions c) Grignard reactions d) acetal formation/cleavage e) Wittig reactions f) reactions or synthesis of an acid chloride, ester, amide or anhydride g) a reaction with SOC or PBry h) any reaction to synthesize or react alcohols i) Imine/enamine synthesis/hydrolysis J) novel reagents such as Gilman and modified reducing agents. 8-stop Synthetic Scheme: Starting material Besta Sunthetic Scheme

Answer 1

Synthesis of SPIRO KETONE < =0 Alcoholic KOH 0 soc2 o B-eliminalion DO N, HⓇ 2) (CH3) 2, B- unsaturated amine (Ena mine) , он (Michael addition) I 2) HA r esolt GKCH CH2 nu no In tramolecular Aldol HO HO/ - H20 Dehydration (7) 1) Phaculi 2) H20 @