• Keine Ergebnisse gefunden

Problem Set No. 3_Key

N/A
N/A
Info
Herunterladen
Protected

Academic year: 2021

Aktie "Problem Set No. 3_Key"

Copied!
1
0
0

Wird geladen.... (Jetzt Volltext ansehen)

Jetzt herunterladen ( 1 Seite )

Volltext

(1)

Modern Synthetic Methods Name:

D. Tyler McQuade

Problem Set No. 3_Key

1. Wood et al. in their manuscript “Wharton-Fragmentation-Based Approach

to the Carbocyclic Core of the Phomoidrides” describe the following synthesis. Fill in the missing structures. An provide an arrow pushing mechanism for the transformation involving n-BuLi.

2. Draw the products for the following reactions a.

b.

3. Provide an arrow pushing mechanism for 2b and provide the name of this reaction.

4. Provide the missing intermediates (Org. Lett. 2012, 17, 4531–4533)

N OH

H

Boc

Ph

OH N

H

Boc OH

HO IBX, EtOAc, 77oC N O

H

Boc

Ph OH

MgBr THF, 0oC

N H

Boc

Ph OH OH

Catalyst? Reaction Type?

Hoveyda-Grubbs II Ring-closing metathesis

Br2,CH2Cl2,0oC N

H

Boc OH

HO Br

Br + enantiomer

(COCl)2,DMSO Et3N, -78oC

N H

Boc O

HO Br

TFA, CH2Cl2 N H

H O HO

Br

Cs2CO3,CH2Cl2 N

HO O

H

DCC, CH2Cl2 HO P

O OEtOEt O

N

O O

H

O OP(OEt)2

N H

O O

NaH, THF, 0oC to rt

( )-allosecurinine

Referenzen

Jetzt herunterladen ( PDF - 1 Seite - 92.62 KB )

ÄHNLICHE DOKUMENTE

Problem Set No. 4

Fill in the missing structures and provide an arrow pushing mechanism for the reaction using the Schwartz reagent.. Provide a mechanism for the following reaction making sure

Problem Set No. 4_Key 1. Fill in the missing structures and provide an arrow pushing mechanism for the reaction using the Schwartz reagent.

Fill in the missing structures and provide an arrow pushing mechanism for the reaction using the Schwartz reagent.. Provide a mechanism for the following reaction making sure

Problem Set No. 5 1. Provide the following products and explain the outcome in a single sentence. 2. Predict the product(s) and explain what role CeCl

Provide the following products and explain the outcome in a single sentence.. Predict the product(s) and explain what role CeCl 3

Problem Set No. 6 1. Provide the following intermediates and product. What is the name of this reaction?

How did the authors use their method to synthesize a fragment of aza-epithialone A. How do the authors justify their observed

Problem Set No. 6 Key 1. Provide the following intermediates and product. What is the name of this reaction? 2. Provide the reagents

How did the authors use their method to synthesize a fragment of aza-epithialone A.. How do the authors justify their observed

Problem Set No. 7

Based on the catalytic cycle, what role(s) do you think maleic acid plays.. Draw the product and provide

The emptiness-problem for context-free languages is the following problem:

The reachability problem for general Petri Nets is decidable but the only known decision procedure has non-primitive recursive complexity. For safe Petri Nets, we can do better:..

No Role for the HartzReforms?

Table 9: Correlation of changes in relative real median hourly wages with changes in labor force participation rates and employment rates (1993–2010).. a) Participation rates