122518-92-7

Upstream product

• 98540-06-8 (1R,2S,6S)-1,6-dimethylcyclohexane-1,2-dicarboxylic acid 
• 4949-20-6 (E)-2,4-pentadien-1-ol 
• 21651-12-7 (E)-2,4-pentadienoic acid 
• 2409-87-2 methyl (2E)-penta-2,4-dienoate 
• 1502-24-5 2,3-dimethylcyclohexan-1-ol 
• 98540-10-4 Acetic acid (1S,2R,6R)-8-chloro-1,2-dimethyl-bicyclo[4.2.0]oct-7-en-7-yl ester 
• 488856-90-2 2-chloro-2,3-dimethyl-cyclohexanone 
• 98540-05-7 dichlorocyclobutanone 
• 1759-64-4 1,6-dimethyl-1-cyclohexene 
• 147219-88-3 {[(2E)-penta-2,4-diene-1-yloxy]methyl}benzene 
• 325981-97-3 (3R,3aS,7S,7aR)-3-Benzyloxymethyl-7,7a-dimethyl-hexahydro-isobenzofuran-1-one 
• 325981-92-8 (3R,3aS,7S,7aR)-3-Benzyloxymethyl-7-methyl-hexahydro-isobenzofuran-1-one 
• 325982-00-1 (R)-1-((1S,2R,3S)-2-Hydroxymethyl-2,3-dimethyl-cyclohexyl)-ethane-1,2-diol 
• 122518-91-6 (S)-1,6-dimethyl-1-cyclohexene 

Downstream Products

• 19906-72-0 bakkenolide A 
• 19906-72-0 (+/-)-bakkenolide A 
• 19906-72-0 (+/-)-7-epi-bakkenolide A 
• 98540-12-6 (+/-)-(1R,2S,6S)-1,2-bis(iodomethyl)-1,6-dimethylcyclohexane 
• 122518-93-8 (1R,2S,6S)-1,2-bis-iodomethyl-1,6-dimethylcyclohexane 

Relevant academic research and scientific papers

Core structure of eremophilanes and bakkanes through niobium catalyzed Diels-Alder reaction: Synthesis of (±)-bakkenolide A

A suitable intermediate for the synthesis of eremophilanes and bakkanes was prepared by a highly regioselective and stereoselective one-step synthesis through a niobium catalyzed Diels-Alder reaction. As a demonstration of the versatility of this intermed

First comprehensive bakkane approach: Stereoselective and efficient dichloroketene-based total syntheses of (±)- and (-)-9-acetoxyfukinanolide, (±)- and (+)-bakkenolide a, (-)-bakkenolides III, B, C, H, L, V, and X, (±)- and (-)-homogynolide A, (±)-homogynolide B, and (±)-palmosalide C

Cycloaddition of dichloroketene with dimethylcyclohexenes has been used as the key reaction in an efficient, general approach to the bakkanes. New methods and methodologies that have been developed in this work include spiro β-methylene-γ-butyrolactonizations, a vicinal dicarboxylation, an angelic ester preparation, a transesterification, an epoxy ketone double reduction, and a retro aldol-aldol approach to low-energy aldol isomers.

Regiocontrol of radical cyclization by Lewis acids. Efficient synthesis of optically active functionalized cyclopentanes and cyclohexanes

(equation presented) Treatment of α-alkylidenelactones 3a-d with Bu3SnH and a catalytic amount of Et3B effected a 5-exo radical cyclization preferentially to provide the corresponding 1 and 2 in a ratio of 70:30 to 100:0. Meanwhile,

An Approach to the Bakkanes. A Short, Stereocontrolled Total Synthesis of (+/-)-Bakkenolide A

A stereoselective total synthesis of (+/-)-bakkenolide A (fukinanolide) has been efficiently achieved in six steps.