Item Details

title

TRANSITION METAL MEDIATED, STEREOSELECTIVE HIGHER-ORDER [6+4] AND DIELS-ALDER [4+2] CYCLOADDITION REACTIONS: SYNTHESIS OF NOVEL 2-SILYL SUBSTITUTED-1,3-DIENYL COMPOUNDS AND THEIR DOMINO REACTIONS

author

Pidaparthi, Ramakrishna Reddy

abstract

We have prepared various substituted cobaloxime dienes and studied extensively their reactivities in Diels-Alder reactions. Based on the studies with cobaloxime chemistry, we concluded that increased exo selectivities were possible with the insertion of the transition metals in the 2-position of the diene moiety. In the first part of this study, we will describe the higher-order [6+4] and Diels-Alder [4+2] reactions of the cobaloxime dienes with various tropones. The reaction pathway [6+4 vs 4+2] largely depends on the substituents on the tropone moiety where as the stero and regioselectivity is determined only by the cobaloxime.

subject

cross coupling

Diels-Alder

diene

Higher-Order

silicon

transition metal

contributor

Welker, Mark E (committee chair)

Muday, Gloria K (committee member)

Bierbach, Ulrich (committee member)

Colyer, Christa L (committee member)

Jones, Paul B (committee member)

date

2011-09-08T08:36:03Z (accessioned)

2012-09-08T08:30:06Z (available)

2011 (issued)

degree

Chemistry (discipline)

embargo

2012-09-08 (terms)

identifier

http://hdl.handle.net/10339/36160 (uri)

language

en (iso)

publisher

Wake Forest University

type

Dissertation