100791-45-5Relevant articles and documents
Addition of Crotylchromium(II) and Dilithium Propionate to (R)-2,3-O-isopropylideneglyceraldehyde: Steric Course and Synthetic Application in a Formal Synthesis of (+)- and (-)-δ-Multistriatin
Mulzer, Johann,Lasalle, Peter de,Freissler, Axel
, p. 1152 - 1171 (2007/10/02)
The chromium(II) salt 4a of crotyl bromide adds to (R)-2,3-O-isopropylideneglyceraldehyde (1) with high enantiofacial and low diastereofacial (i.e.Cram) selectivity, whereas dilithium propionate (9) shows the opposite behaviour.The adducts 5, 7, and 10 can be used in a formal synthesis of both enantiomers of the insect pheromone δ-multistriatin (30).