1,4-Stereoselection by sequential aldol addition–Claisen rearrangement. Stereostructure of the C30 diol from Messel shale kerogen
Abstract
Diastereoisomeric amides (9) and (10) are prepared by stereo selective aldol addition, followed by Claisen rearrangement; isomer (9) has been employed to synthesize hydrocarbon (14) and there by establish the stereostructure of the molecular fossil 13, 16-dimethyloctacosane-1,28-diol.