1598415-34-9

Upstream product

• 1598415-33-8 C₂₀H₂₇NO₅ 

Downstream Products

• 1598415-35-0 (R)-2-((4-methoxybenzyl)oxy)-4-methylpent-4-enal 
• 1598415-36-1 (2R,3R,4R)-1-((R)-4-benzyl-2-thioxothiazolidin-3-yl)-3-hydroxy-4-((4-methoxybenzyl)oxy)-2,6-dimethylhept-6-en-1-one 
• 1598415-37-2 (2R,3R,4R)-(E)-5-((tert-butyldimethylsilyl)oxy)pent-2-en-1-yl 3-hydroxy-4-((4-methoxybenzyl)oxy)-2,6-dimethylhept-6-enoate 

Relevant academic research and scientific papers

Approach to the Synthesis of Briarane Diterpenes through a Dianionic Claisen Rearrangement and Ring-Closing Metathesis

The synthesis of the briarane-brianthein A core has been accomplished utilizing an extension of the dianionic Ireland-Claisen rearrangement to establish the C1 quaternary carbon and the adjacent C10 ring juncture stereocenters. Two sequential ring-closing metathesis reactions were exploited to construct the 6-10 trans fused ring system.

Stereoselective synthesis of quaternary carbons via the dianionic Ireland-Claisen rearrangement

A dianionic Ireland-Claisen rearrangement of chiral, nonracemic α-methyl-β-hydroxy allylic esters has been developed that proceeds with high diastereoselectivity and provides products containing three contiguous stereogenic carbons, including a quaternary center. The potential utility of the rearrangement for complex molecule synthesis is also demonstrated.