118215-77-3

Upstream product

• 34638-25-0 (1R,5S)-2-oxabicyclo[3.3.0]oct-6-en-3-one 
• 118215-72-8 cis-1-benzyloxy-2-(2-benzyloxybut-3-ynyl)cyclopent-3-ene 
• 99834-38-5 cis-2-(2-hydroxybut-3-ynyl)cyclopent-3-en-1-ol 
• 100-39-0 benzyl bromide 
• 34638-26-1 2-Oxabicyclo[3,3,0]oct-6-en-3-ol 
• 118215-72-8 C₂₃H₂₄O₂ 
• 99834-38-5 (1R,2S)-2-(2-Hydroxy-but-3-ynyl)-cyclopent-3-enol 

Relevant academic research and scientific papers

IMPROVED SYNTHESIS OF TRICYCLO(5.2.1.04,10)DECANE-2,5,8-TRIONE BY A PAUSON-KHAND INTRAMOLECULAR BIS-ANNULATION

The title compound 1 has been synthesized from diol 3a, either directly or after protection of the two hydroxy groups as benzyl ethers, by an intramolecular Pauson-Khand bis-annulation, followed by catalytic hydrogenation and oxidation in overall yields ranging from 15percent (free diol) to 35percent (dibenzyl ethers).

STEREOSELECTIVITY IN INTRAMOLECULAR COBALT-MEDIATED BIS-ANNULATIONS LEADING TO TRIQUINACENE DERIVATIVES

In order to account for the high stereoselectivity observed in the intramolecular cobalt-mediated bis-annulation of 2 a,b a SN1 epimerization of the C(5) assymetric center must be postulated.

SYNTHESIS AND CHIROPTICAL PROPERTIES OF C3-PERHYDROTRIQUINACENE DERIVATIVES

An efficient, enantioselective synthesis of C3-triketone 1, starting from optically pure lactone 2, which is commercially available in both enantiomeric forms, is described.The absolute configuration of a chiral perhydrotriquinacene derivative is therefore established for the first time by chemical correlation.The stereochemical assignments are also confirmed by the circular dichroism of both (+)-1, which shows a positive Cotton effect, and the tribenzoate (+)-12, which presents a positive exciton chirality.