Christine Rogers

THE EFFECT OF SIDE CHAIN SUBSTITUENTS ON THE INTRAMOLECULAR DIELS-ALDER REACTION OF THE FURAN DIENE: THE SYNTHESIS OF (±)-1,4-EPOXYCADINANE

Abstract The effect of side chain substituents on the Intramolecular Diels-Alder reaction of the Furan diene (IMDAF) is reported in which the side chain connecting the furan diene to the dienophile contain four carbon atoms. The synthesis of 1,4-epoxycadinane utilizing this methodology is described.

Catalytic Methylaluminum Dichloride: An Efficient Method for Accelerating the Intramolecular Diels-Alder Reaction of the Furan Diene

Abstract Catalytic (10 mol%) methylaluminum dichloride was found to be an efficient catalyst for the intramolecular Diels-Alder reaction of the furan diene providing oxatricyclo adducts at −65°C within two hours in yields ranging from good to excellent.

Wagner–Meerwein rearrangements substituted 11-oxatricyclo[6.2.1.0.1,6]undec-9-enes (2,4a-epoxyoctahydronaphthalenes)

A variety of 11-oxatricyclo[6.2.1.01,6]undec-9-enes (1)–(7) undergo Wagner–Meerwein rearrangements when treated with either iodine/silver acetate/acetic acid or iodine/iodic acid/methanol.

STUDIES TOWARD THE SYNTHESIS OF CONTIGNASTEROL: FUNCTIONALIZATION OF THE STEROIDAL A,B RING SYSTEM

ABSTRACT The synthesis of androstane-3α,4β,6α,7β-tetrol-17-one (2), a potentially key intermediate for the preparation of contignasterol (1), was achieved by functionalization of the A,B-ring portion of the readily available androst-4-ene-3,17-dione (3).