Enantioselective Synthesis of the Bottom Half of Chlorothricolide. 2. A Comparative Study of Substituent Effects on the Stereoselectivity of the Key Intramolecular Diels-Alder Reaction

Article abstract of DOI:10.1021/jo00238a049

The intramolecular Diels-Alder reactions of trienes 4-7 were studied to evaluate the ability of diene (TMS, Br) and dienophile (CHO, CO2Me) substituents to influence Diels-Alder stereoselectivity and thereby define the optimal precursor to the bottom half of chlorothricolide.