Approaches to the synthesis of cytochalasans. Part 5. Studies on the selectivity of the Diels‐Alder reaction leading to the tetrahydroiso‐indolinone sub‐unit

Abstract

AbstractThe stereo‐ and regiochemical course in the [2+4]cycloaddition of the chiral alkylidene malonic ester 1 to selected derivatives of (2E, 4E)‐4‐methyl‐2, 4‐hexadien‐l‐ol (2) and (2E, 4E)‐4‐methyl‐2, 4‐hexadien‐l‐al (12) has been investigated. The results are discussed on the basis of semiquantitative PMO theory.