14575-13-4

Upstream product

• 2598-29-0 8-acetyloxyquinoline 
• 1779-25-5 diisobutylaluminum chloride 
• 100-99-2 triisobutylaluminum 
• 75-36-5 acetyl chloride 
• 1767-39-1 butoxydiisobutylaluminum 
• 67-64-1 acetone 
• 123-42-2 4-Hydroxy-4-methyl-2-pentanone 

Downstream Products

• 141-79-7 4-methyl-pent-3-en-2-one 
• 33235-13-1 2,2-dimethyl-4-oxopentanenitrile 
• 91716-74-4 2-isopropyl-4,4,6-trimethyl-4H-[1,3]oxazine 
• 14157-29-0 2-benzylsulfanyl-4,4,6-trimethyl-4H-[1,3]oxazine 
• 65844-86-2 5-(benzyloxy)pent-3-yn-2-one 
• 65844-81-7 1-Benzyloxy-6-chloro-4,6-dimethyl-hept-2-yn-4-ol 
• 92250-17-4 2-benzyl-4,4,6-trimethyl-4H-[1,3]oxazine 
• 92250-18-5 4,4,6-trimethyl-2-p-tolyl-4H-[1,3]oxazine 
• 92250-81-2 2-(4-methoxy-phenyl)-4,4,6-trimethyl-4H-[1,3]oxazine 
• 91807-11-3 4,4,6-trimethyl-2-(2-nitro-phenyl)-4H-[1,3]oxazine 
• 6341-46-4 4-benzyloxy-4-methyl-pentan-2-one 
• 65844-80-6 5-Chloro-3,5-dimethyl-1-phenyl-hex-1-yn-3-ol 
• 1817-57-8 4-phenyl-3-butyne-2-one 
• 25201-40-5 1,1-diallylethanol 

Relevant academic research and scientific papers

Synthesis of Pyranocyclopentaindolines Representing the Western Sections of Janthitrem B, JBIR-137, and Shearinine G

The synthesis of the ABCD tetracyclic partial structures of the fungal indole diterpenes janthitrem B, JBIR-137, and shearinine G is reported. The route starts from 5-formylated indoline that is coupled to a dihydropyran moiety, followed by Prins cyclization. A diene was obtained that was oxygenated in a divergent manner. The hydroxylated tetracyclic western half of janthitrem B was obtained in eight steps and 10 % overall yield. We also share our experience with alternative approaches passing via alkynylated precursors. This includes the gold-catalyzed cycloisomerization of a 6-ethynyl-5-prenylindoline.

A mild method for the replacement of a hydroxyl group by halogen. 1. Scope and chemoselectivity

α-Chloro-, bromo- and iodoenamines, which are readily prepared from the corresponding isobutyramides have been found to be excellent reagents for the transformation of a wide variety of alcohols or carboxylic acids into the corresponding halides. Yields are high and conditions are very mild thus allowing for the presence of sensitive functional groups. The reagents can be easily tuned allowing therefore the selective monohalogenation of polyhydroxylated molecules. The scope and chemoselectivity of the reactions have been studied and reaction mechanisms have been proposed.