12. Below is part of the total synthesis of the natural product longifolene. Fill in the...
2. Synthesis: Fill in the missing products in the synthesis process below. Stereochemistry should be shown if applicable. Br m-CPBA NaOEt DMSO H+ MeOH 1. Predicting Products/reagents: Draw the structure of the reagents or the major organic product(s) of each reaction in the boxes provided. Stereochemistry should be shown if applicable. 1) xs LAH, Et20 2) H20 CI HO CI OH CI pyridine
Each compound below undergoes a Dieckmann Condensation (Intramolecular Claisen). Predict the major product(s) for each. Some reactions may yield multiple products. 5) 1. NaOMe MeOH 2. H workup
Fill in the missing products or reagents (above blank arrows) for the following reaction schemes. No charged species should be drawn anywhere in this assignment. Acidic workup steps are assumed and are NOT explicitly included. Scheme 1: 10 pts EC- H2 KMnO4 Lindlar OH O ملتين NAOMe MeOH Scheme 2:12 pts 1) LDA H2O MgBr 2) O H2SO4 NaH Br LINHA mCPBA
synthesis questions, please explain!
13. (10 pts.) Fill in the missing reagents or product in the following synthesis HO H2SO4 PCC CH2CH2 Diethyl ether 2. H30* 14. (10 pts.) Fill in the missing products. MOBI Diethyl ether n mCPBA mCPBA NaH
Shown below is the synthesis of N,N-dimethyl-2-methylhexanamide
from diethyl malonate. Fill in the best reagents to achieve this
synthetic transformation. Note: If one or more reagents are
incorrectly placed, a single red X will appear on the top left.
Fill the missing reagents/products in each box: (2pts each, 12 pts total) 1) KOH H*, H2O Heat 2) Ph-CH2-Br
1. Provide the missing starting material, reagents, or major organic product for each of the following reactions. (No more than two steps are required in any case where we ask you to fill in reagents.) 1. Mgo, Et20 2. H20 a) Cl b) MgBr OH , Et20 2. H* workup c) OH d) NaOH (cat.) e) OH NaBH4, CeCl3, MeOH
1. fill in the boxes below with the reagents or major
product(s): (2 pointe each, 12 points
1. Fill in the boxes below with the reagents or major organic product(s): (2 points each, 12 points) 1). KMn Oy . heat, H₂O 2). Hz0o soch Xs H N(CH2CH3 1) LiAIHA 2) H20 pyridine
12) Starting with hex-3-en-2-one, propose syntheses for the following compound the following (8 pts total): propose syntheses for the following compounds. For each synthesis, indicate op that needs to be done to add functional groun (ex: reduction: dehydration: Grignard, etc.) - include reagents required for the transformation (ex: NaBH, for carbonyl reduction, etc.) OH MY OH *Hint: refer to g. 11
Integrated Problem 16.70 During the first total synthesis of chelidonine, a cytotoxic natural product isolated from the root of Chelidonium majus, the investigators used only heat to achieve the following transformation (). Am. Chem. Soc. 1971, 93, 3836-3837). Propose a plausible mechanism for this thermal cyclization process. Include lone pairs and charges in your answer. Do not draw out any hydrogen explicitly in your products. Do not use abbreviations such as Me or Ph. sah 120°C 16.70a2 Incorrect. Analyze the...