69903-86-2

Upstream product

• 111150-44-8 veadeiraldehyde 
• 563-80-4 3-methyl-butan-2-one 
• 135854-65-8 (4bR,8aR)-2-Diethoxymethyl-4b,8,8-trimethyl-3,4,4b,5,6,7,8,8a,9,10-decahydro-2H-phenanthren-1-one 
• 135854-68-1 (4bR,8aR)-2-Diethoxymethyl-1-ethyl-4b,8,8-trimethyl-1,2,3,4,4b,5,6,7,8,8a,9,10-dodecahydro-phenanthren-1-ol 
• 135854-69-2 (4bR,8aR)-1-Ethyl-4b,8,8-trimethyl-3,4,4b,5,6,7,8,8a,9,10-decahydro-phenanthrene-2-carbaldehyde 
• 135854-66-9 14-oxopodocarpa-8⁽⁹⁾-ene 
• 5720-79-6 (+/-)-14-methoxypodocarpa-8,11,13-triene 
• 136063-24-6 1-<3-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)-2-ethylphenyl>-4-methylpent-1-en-3-one 
• 136063-23-5 3-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)-2-ethylbenzaldehyde 
• 136063-22-4 2-[2-Ethyl-3-((E)-propenyl)-phenyl]-4,4-dimethyl-4,5-dihydro-oxazole 
• 136063-21-3 2-(3-allyl-2-ethylphenyl)-4,4-dimethyl-4,5-dihydrooxazole 
• 75934-02-0 2-(3-allyl-2-methoxyphenyl)-4,4-dimethyl-4,5-dihydrooxazole 
• 136063-25-7 3-<2-<3-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)-2-ethylphenyl>vinyl>-2,4,4-trimethylcyclohex-2-enone 
• 136063-26-8 methyl 2-ethyl-3-<2-(2',6',6'-trimethyl-3'-oxocyclohex-1-enyl)vinyl>benzoate 

Downstream Products

• 69940-49-4 (+/-)-veadeirol 
• 69940-49-4 veadeirol 

Relevant academic research and scientific papers

Total Synthesis of (±)-Veadeiroic Acid

The synthesis of the diterpene veadeiroic acid (9) from the phenol 1 is described.

Stereoselective Synthesis of (+/-)-Veadeiroic Acid and (+/-)-Veadeirol by Cyclisation of a 2-(2-Arylethyl)-1,3,3-trimethylcyclohexyl Cation: Mechanism and Stereochemistry of Related Cycloalkylation Reactions

(+/-)-Veadeiroic acid 1 and (+/-)-veadeirol 2, two new cleistanthoid diterpenes, have been synthesized by stereoselective cyclization of the carbocation 5 generated from the cyclohexanol 26.The latter is prepared from 2-ethyl-3-formylbenzoic acid (with CO

Birch reduction of 14-methoxypodocarpa-8,11,13-triene and a stereoselective synthesis of veadeiroic acid and veadeirol - Two novel diterpenes with cleistanthane skeleton

14-Methoxypodocarpa-8,11,13-triene (1) has been reduced by Li in liquid NH3, using EtOH-t-BuOH with THF as cosolvent to 14-oxopodocarpa-8(9)-ene (5) as the major product.This is converted successively into a keto-acetal (6), a dihydrobenzaldehyde (8), and an aromatic aldehyde (9) through more or less standard reactions.The aldehyde (9) is oxidised to (+/-)-veadeiroic acid (2a) and reduced to (+/-)-veadeirol (2b) thus effecting the first total synthesis of these two naturally occurring diterpenes with rare cleistanthane skeleton.

A stereoselective synthesis of (±)-veadeiroic acid and (±)-veadeirol - Two novel diterpenes with cleistanthane skeleton

A stereoselective synthesis of (±)-veadeiroic acid (X) and (±)-veadeirol (XI), diterpenes with cleistanthane skeleton is described. The key step in the synthesis is a stereoselective ring-closure of a substituted arylethyltrimethylcyclohexanol (VIII).