Lecture 35 - Examples: Crossed (Mixed) Aldol Rxn. (24.2)...

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1 Reading for Monday Chapter 24: 24.6-24.8 ARIS Quiz #7 Available Now Due Monday April 25 at 11:59 PM ± Exams are ready for pickup ± Pickup Location: 4019 Malott (O-Chem Stockroom) ± You will need your KUID!!!! ± Note: Bruce is not there from 11am-noon!! ± Grades have been posted Exam 3 Mon. 6:00-7:30 pm MAL 3092 Tues. 2:30-4:00 PM MAL 2007 Wed. 5:00-6:30 PM MAL 2001 Thurs. 9:30-10:50 AM MAL 1003 Sat. 11:30 AM-1:00 PM MAL 2007 PLUS Sessions THIS WEEK Chapter 24 Carbonyl Condensation Reactions The Aldol Reaction (24.1) Rxn. Between two molecules of aldehyde or ketone, usually in basic aqueous solution Product is a β -hydroxy carbonyl cpd. Product can be dehydrated to give an α , β -unsaturated carbonyl cpd. Mechanism is E1 CB (new variation!)
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2 The Aldol Reaction (24.1)
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Unformatted text preview: Examples: Crossed (Mixed) Aldol Rxn. (24.2) Crossed (Mixed) Aldol Reaction (24.2A) • Rxn. useful if only one component has α-H’s, for example: But what if you WANT one of the crossed products? Directed Aldol Rxn. (24.3) Prepare the desired enolate using LDA, then add the second carbonyl cpd. (the electrophile) Ginger Rhizome of the plant Zingiber officinale 3 Intramolecular Aldol Reaction (24.4) • Five-membered rings can be formed from 1,4-dicarbonyl compounds • Six-membered rings can be formed from 1,5-dicarbonyl compounds Claisen Reaction (24.5) • Base-promoted reaction between two esters to form a β-keto ester • An example of nucleophilic acyl substitution...
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This note was uploaded on 10/24/2011 for the course CHEMISTRY 623 taught by Professor Benson during the Spring '11 term at Kansas.

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Lecture 35 - Examples: Crossed (Mixed) Aldol Rxn. (24.2)...

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