88218-67-1

Upstream product

• 88218-65-9 (2E,6E)-8-hydroxy-3,7-dimethylocta-2,6-dien-1-yl benzoate 
• 98-88-4 benzoyl chloride 
• 94-48-4 (E)-geranyl benzoate 
• 106-24-1 Geraniol 

Downstream Products

• 88253-09-2 (E,E)-9-(2',2'-dimethyl-6'-methylenecyclohexanyl)-3,7-dimethyl-9-phenylsulphonyl-2,6-nonadien-1-ol 
• 88218-58-0 (E,E)-9-(2',2'-dimethyl-6'-methylenecyclohexanyl)-3,7-dimethyl-2,6-nonadien-1-ol (trixagol) 

Relevant academic research and scientific papers

Biomimetic Syntheses of Analogs of Hongoquercin A and B by Late-Stage Derivatization

The hongoquercins are tetracyclic meroterpenoid natural products with the trans-transoid decalin-dihydrobenzopyran ring system, which display a range of different bioactivities. In this study, the syntheses of a range of hongoquercins using gold-catalyzed enyne cyclization reactions and further derivatization are described. The parent enyne resorcylate precursors were synthesized biomimetically from the corresponding dioxinone keto ester via regioselective acylation, Tsuji-Trost allylic decarboxylative rearrangement, and aromatization. The dioxinone keto ester 12 was prepared in 6 steps from geraniol using allylic functionalization and alkyne synthesis.

Synthesis of (+/-)-trixagol by an electrophilic cyclization of an allylsilane

1,5-Dienes containing an allylsilane are cyclized by Lewis acids to methylenecyclohexanes.The trimethylsilyl group exerts a strong activating and directing influence on the regioselectivity of this cyclization.The monocyclic compound 10 was converted into the diterpene, (+/-)-trixagol (3).