69940-49-4

Upstream product

• 69903-87-3 (4bS,8aS)-1-Ethyl-4b,8,8-trimethyl-4b,5,6,7,8,8a,9,10-octahydro-phenanthrene-2-carboxylic acid methyl ester 
• 5720-79-6 (+/-)-14-methoxypodocarpa-8,11,13-triene 
• 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 
• 111150-44-8 veadeiraldehyde 
• 135854-66-9 14-oxopodocarpa-8⁽⁹⁾-ene 
• 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 
• 563-80-4 3-methyl-butan-2-one 
• 136063-25-7 3-<2-<3-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)-2-ethylphenyl>vinyl>-2,4,4-trimethylcyclohex-2-enone 

Relevant academic research and scientific papers

PIMARANE AND CLEISTANTHANE DITERPENES FROM VELLOZIACEAE: ABSOLUTE CONFIGURATION AND BIOMIMETIC CONVERSION

Pimarane and cleistanthane diterpenes isolated from Velloziaceae are shown, by CD studies, to possess the same (5S,10S) absolute configuration.A biomimetic rearrangement of the pimarane into the cleistanthane skeleton is described.The structure of a new natural diterpene, cleistantha-8,11,13-trien-7-one is also reported.

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

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).

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.