A new class of optically active pyrrole derivatives: (3R)-3-(pyrrol-1-yl)alk-1-enes from D-α-aminoacids
(3R)-3-(Pyrrol-1-yl)but-1-ene 4a, (3R)-4-methyl-3-(pyrrol-1-yl)pent-1-ene 4b, (3R)-3-(pyrrol-1-yl)hex-1-ene 4c in high enantiomeric excess (>92%) were prepared starting from D-α-amino acids. The crucial steps in the synthesis, reduction (DIBAH) of the corresponding pyrrolylesters to the corresponding pyrrolylaldehydes followed by Wittig olefination proceeded without compromising the stereochemical integrity.