Total Synthesis of Pseudotrienic Acid B: A Bioactive Metabolite from Pseudomonas sp. MF 381??IODS

D Amans, V Bellosta, J Cossy

Index: Amans, Dominique; Bellosta, Veronique; Cossy, Janine Angewandte Chemie - International Edition, 2006 , vol. 45, # 35 p. 5870 - 5874

Full Text: HTML

Citation Number: 15

Abstract

treated with allyl bromide (5equiv) in CH2Cl2 at room temperature for 48 h, in the presence of the Grubbs–Hoveyda catalyst [3](A, 2 mol%), to produce 2 in 48% yield with good stereoselectivity (E, E/E, Z> 95: 5).[4] Subsequent phosphonation of the dienic allylic bromide 2 under Michaelis–Arbuzov conditions led to the formation of diethylphosphonate 3 in 99% yield.[5] It is worth noting that a cross-metathesis