chemistry 125: lecture 71 april 21, 2010 -h reactivity (ch. 19) a few topics in carbohydrate...

Chemistry 125: Lecture 71April 21, 2010

-H Reactivity(Ch. 19)

A Few Topics in Carbohydrate Chemistry(Ch. 22)

Preliminary This

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-Alkylation Iketones/aldehydes (19.5a)

-143

-170

HOMO favors C

electrostatic potential favors O

-Alkylation Iketones/aldehydes (19.5a)

~ Random

Preform Kinetic Enolate

Controlled

-Alkylation Icarboxylic acids (19.5b)

-Alkylation II-dicarbonyls (19.5c)

-Alkylation IIDecarboxylation (19.5d)

malonic/acetoacetic ester syntheses of acids/ketones

Arndt-Eistert added one C to chain, malonic ester adds two.

The Aldol Condensation (sec 19.6)

The Aldol Condensation

(sec 19.6)

The Aldol Condensation

(sec 19.6)

Conjugate Addition (sec 19.6c)

Carbohydrates before Fischer (Ch. 22)

Heinrich Kiliani 22.3a

A.S. Couper (last semester)

Ring-Chain Tautomers (sec 22.2)

End of Lecture 71April 21, 2010

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