132016-12-7

Upstream product

• 132016-11-6 (1R,4aR,7aR)-6-Acetoxy-1-methyl-1,4a,5,7a-tetrahydro-cyclopenta[c]pyran-4-carboxylic acid methyl ester 
• 141761-61-7 (1R,4aR,7aR)-6-(2,2-Dimethyl-propionyloxy)-1-methyl-1,4a,5,7a-tetrahydro-cyclopenta[c]pyran-4-carboxylic acid methyl ester 
• 132016-10-5 (+)-1α,2α,6α-2-methyl-3-oxabicyclo<4.3.0>nonane-4,8-dione 
• 99902-63-3 (1α,5α)-2-methylbicyclo<3.3.0>octane-3,7-dione 
• 99902-54-2 (1S,3aS,6aS)-1-Methyl-2,5-dioxo-octahydro-pentalene-1-carboxylic acid methyl ester 
• 141761-70-8 1α,2α,6α-2-methyl-8-dimethoxy-3-oxabicyclo<4.3.0>nonane-4-one 
• 141846-10-8 (-)-1α,2α,6α-2-methyl-5-methoxycarbonyl-3-oxabicyclo<4.3.0>non-5-ene-8-on 
• 141761-62-8 1α,2α,6α-2-methyl-5-methoxy-carbonyl-8-bismethoxy-3-oxabicyclo<4.3.0>non-5-ene 

Downstream Products

• 132016-14-9 (+)-elenoic acid 

Relevant academic research and scientific papers

An Enantioselective Total Synthesis of (+)-Elenoic Acid and the Non-Natural Enantiomers of Tetrahydroalstonine, Aricine, and Reserpinine

A simple enantioselective synthesis of (+)epi-elenoic acid is reported and its transformation into (+)-elenoic acid is described.Well-established procedures transform these compounds into the antipodes of tetrahydroalstonine, aricine, and reserpinine.

ENANTIOSELECTIVE TOTAL SYNTHESIS OF (+)-TETRAHYDROALSTONINE, (+)-ACRICINE, AND (+)-RESERPININE

Starting from (-)β-ketoester 1a the preparation of (+)-elenoic acid 4a and (+)-isoelenoic acid 5a is described.Standard operations transform 5a into (+)-tetrahydroalstonine 7a, (+)-acricine 7b, and (+)-reserpinine 7c.