David Tymann - Cochemist

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David Tymann

Name:

Organization: Technische Universit?t Dortmund

Department: Fakultt Chemie und Chemische Biologie

Title:

Chemicals
References

Cyclopentanoids by Uncatalyzed Intramolecular Carbonyl Ene (ICE) Reaction of α-Keto Esters

Co-reporter:David Tymann, André Klüppel, Wolf Hiller, and Martin Hiersemann

Organic Letters 2014 Volume 16(Issue 16) pp:4062-4065

Publication Date(Web):August 1, 2014

DOI:10.1021/ol501204m

The uncatalyzed intramolecular carbonyl ene (ICE) reaction of substituted ε,ζ-unsaturated α-keto esters to terpenoid-related building blocks has been studied. We found a beneficial effect of a silyl substituent at the ene segment on the kinetics of the ICE reaction. A generalizable and scalable synthesis of ε,ζ-unsaturated α-keto esters from allylic alcohols was developed.

CYCLOPENTANECARBOXALDEHYDE, 1-METHYL-3-(1-METHYLETHYL)-2-OXO-, (1R,3R)-REL- (9CI)

CYCLOPENTANECARBOXALDEHYDE, 1-METHYL-3-(1-METHYLETHYL)-2-OXO-, (1R,3R)-REL- (9CI)

CAS:286458-59-1

CYCLOPENTANECARBOXALDEHYDE, 1-METHYL-3-(1-METHYLETHYL)-2-OXO-, (1R,3R)-REL- (9CI)

4-Hexenal, 3-methyl-6-(trimethylsilyl)-, (4E)-

4-Hexenal, 3-methyl-6-(trimethylsilyl)-, (4E)-

CAS:176550-39-3

4-Hexenal, 3-methyl-6-(trimethylsilyl)-, (4E)-

Ethyl 2-Acetoxy-2-(diethoxyphosphoryl)acetate

Ethyl 2-Acetoxy-2-(diethoxyphosphoryl)acetate

CAS:162246-77-7

Ethyl 2-Acetoxy-2-(diethoxyphosphoryl)acetate

4-Hexenal, 6-(trimethylsilyl)-, (4Z)-

4-Hexenal, 6-(trimethylsilyl)-, (4Z)-

CAS:131991-83-8

4-Hexenal, 6-(trimethylsilyl)-, (4Z)-

3-Penten-2-ol, 1-(trimethylsilyl)-, (E)-

3-Penten-2-ol, 1-(trimethylsilyl)-, (E)-

3-Penten-2-ol, 1-(trimethylsilyl)-, (E)-

tris(dimethylamino)sulfanium

tris(dimethylamino)sulfanium

tris(dimethylamino)sulfanium

4-Hexenal,(4E)-

4-Hexenal,(4E)-

4-Hexenal,(4E)-

3-Buten-2-ol, 1-(trimethylsilyl)-

3-Buten-2-ol, 1-(trimethylsilyl)-

3-Buten-2-ol, 1-(trimethylsilyl)-

4-Hexenoic acid, methyl ester, (4E)-

4-Hexenoic acid, methyl ester, (4E)-

4-Hexenoic acid, methyl ester, (4E)-