3147-46-4

Upstream product

• 89-86-1 4-hydroxysalicylic acid 

Downstream Products

• 15086-94-9 eosin y 
• 18011-67-1 2,4-dibromo-1,3-benzenediol 
• 484653-22-7 2-bromo-4,6-dinitro-resorcinol 
• 885279-78-7 3,5-Dibromo-2,4-dihydroxy-benzoic acid methyl ester 
• 39503-48-5 methyl 3,5-dibromo-2,4-dimethoxybenzoate 
• 120185-71-9 (3,5-Dibromo-2,4-dimethoxy-phenyl)-methanol 
• 120185-73-1 3,5-dibromo-2,4-dimethoxyphenylacetonitrile 
• 108940-94-9 (3,5-Dibromo-2,4-dimethoxy-phenyl)-acetic acid 
• 120185-72-0 Methanesulfonic acid 3,5-dibromo-2,4-dimethoxy-benzyl ester 

Relevant academic research and scientific papers

Regioselective synthesis of the tricyclic core of lateriflorone

(Matrix presented) An efficient synthetic approach to the tricyclic core 8 of lateriflorone is described. Essential to the synthesis was the implementation of a biomimetic tandem Claisen/Diels-Alder reaction that produced the desired tricyclic scaffold as a single isomer. A rationalization of the excellent regio and stereoselectivity of this transformation is also proposed.

Total synthesis of seco-lateriflorone

A convergent strategy toward the synthesis of lateriflorone (5) is described. Our approach is based on biosynthetic considerations and draws on a sequence of prenylation, oxygenation and Claisen reactions for the construction of chromenequinone 6, and a tandem Claisen/Diels-Alder reaction cascade for the synthesis of caged tricycle 7. Union of fragments 6 and 7 led to the synthesis of seco-lateriflorone (49).