104195-70-2

Upstream product

• 2385-77-5 (R)-Citronellal 
• 1117-61-9 (3R)-citronellol 
• 18951-85-4 (R)-citronellic acid 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 89272-54-8 19-norbiflora-4,15-dien-10-one 
• 89272-54-8 (1R,6R,7R,11R)-(+)-19-norbiflora-4,15-dien-10-one 
• 89272-54-8 (4R,4aR,8aS)-4-((R)-1,5-Dimethyl-hex-4-enyl)-6-methyl-3,4,4a,7,8,8a-hexahydro-2H-naphthalen-1-one 
• 89272-54-8 (4S,4aS,8aR)-4-((R)-1,5-Dimethyl-hex-4-enyl)-6-methyl-3,4,4a,7,8,8a-hexahydro-2H-naphthalen-1-one 
• 89272-54-8 (1S,6S,7S,11R)-(+)-19-norbiflora-4,15-dien-10-one 
• 123366-53-0 1-((E)-(R)-3,7-Dimethyl-octa-1,6-dienyl)-piperidine 
• 89272-50-4 ethyl (4RS, 5R)-(-)-5,9-dimethyl-4-(3'-methyl-1',3'-butadienyl)-8-decenoate 
• 90394-24-4 (3RS,6RS, 7R)-(-)-7,11-dimethyl-6-(3'-methyl-1',3'-butadienyl)-10-dodecen-1-yn-3-ol 
• 89272-53-7 (3RS,6RS, 7R)-(-)-7,11-dimethyl-6-(3'-methyl-1',3'-butadienyl)-1,10-dodecadien-3-ol 
• 89272-49-1 ethyl (4RS, 5R)-(+)-5,9-dimethyl-4-formyl-8-decenoate 

Relevant academic research and scientific papers

A stereocontrolled Synthesis of dl-Biflora-4,10(19),15-triene

The stereoselective synthesis of dl-biflora-4,10(19),15-triene (1), a bicyclic diterpene component of the defense secretion of termite soldiers (Cubitermes umbratus), makes use of the regioselective Ireland-Claisen rearrangement of the Z-enolates of esters of 2,5-disubstituted 1,4-dien-3-ols.The synthetic scheme links the dienol Ireland-Claisen rearrangement with an intramolecular Diels-Alder closure; this strategy allows introduction of the four contiguous chiral centers with the desired relative stereochemistry.

ABSOLUTE CONFIGURATION OF (-)-BIFLORA-4,10(19),15-TRIENE, A DITERPENE FROM A TERMITE SOLDIER, AS DETERMINED BY THE SYNTHESIS OF ITS (1R, 6S, 7S, 11R-(+)-ISOMER

(1R, 6S, 7S, 11R)-(+)-Biflora-4, 10(19),15-triene was synthesized starting from (R)-(+)-citronellic acid.This enabled us to assign (1S, 6R, 7R, 11S)-stereochemistry to the naturally occuring (-)-enantiomer isolated from soldiers of the termite species Cubitermes umbratus.