23661-17-8

Upstream product

• 124-41-4 sodium methylate 
• 29748-09-2 7-O-acetyl-8-epiloganol 
• 89502-74-9 (1R,3R,6R,7S,9R)-9-Methyl-4-oxa-tricyclo[4.2.1.0^3,7]nonan-2-one 
• 89502-66-9 (1R,4R,5S,6R)-5-Hydroxymethyl-6-methyl-bicyclo[2.2.1]heptan-2-one 
• 28839-89-6 (1S,2S,3S,6S,7R,9S)-9-Methyl-4-oxa-tricyclo[4.2.1.0^3,7]nonan-2-ol 
• 89502-72-7 ((1S,2R,3S,4S)-2-[1,3]Dioxolan-2-yl-4-hydroxy-3-methyl-cyclopentyl)-acetic acid methyl ester 
• 89502-71-6 (1R,5R,6S,7R)-6-[1,3]Dioxolan-2-yl-7-methyl-2-oxa-bicyclo[3.2.1]octan-3-one 
• 89502-70-5 (1R,4R,5S,6R)-5-[1,3]Dioxolan-2-yl-6-methyl-bicyclo[2.2.1]heptan-2-one 
• 108377-11-3 (1R,2S,3R,4R)-3-Methyl-5-oxo-bicyclo[2.2.1]heptane-2-carbaldehyde 
• 67-56-1 methanol 

Relevant academic research and scientific papers

IRIDOIDS: THE TOTAL SYNTHESIS OF THE AGLUCONES OF (+/-)-8-EPILOGANIN AND (+/-)-MUSSAENOSIDE VIA BICYCLOOCTENES

The nitrone-olefin cycloaddition reaction has been used to construct cisfused bicyclooctanes or diquinanes as potential intermediates for C-11 functionalized iridoids.The isoxaolidine 7 was obtained in four steps from the commercially available 2-cyclopentene-1-acetic acid 4.Different functionalized diquinanes 8 to 19 and 22 to 24 have been prepared.As illustrative examples of iridoid synthesis, compounds 21 and 26, the O-methyl protected aglucones of (+/-)-8-epiloganin (2) and (+/-)-mussaenoside (3) have been synthesized starting from the common key-intermediate 11.

IRIDOIDS : STEREOSPECIFIC SYNTHESIS OF FUNCTIONALIZED CYCLOPENTANOID INTERMEDIATES VIA BICYCLOHEPTANONES

An efficient synthesis of functionalized trialkyl substituted cyclopentanoids is presented.Stereocontrol is secured by their formation from norbornane precursors.The strategy is illustrated by the total synthesis of (+/-)-boschnialactone (13), (+/-)-teucriumlactone C (14), and (+/-)-loganin (2).