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The synthesis of a new class of azaxanthones is presented. The N – O functionality of 1-hydroxypyrazole and 1-hydroxy-1,2,3-triazole was used to direct metalation and subsequently incorporated in the new ring systems.
Synthesis of β-sulfenyl endoperoxides 9 was achieved by a four component sequential free radical reaction based on the application of the thiol-olefin-co-oxygenation reaction to monoterpenes, followed by in situ treatment with triphenylphosphine. β-Sulfenyl endoperoxides 9 were oxidized with m...
The stereoselective synthesis of tetrahydrofurans has been achieved from bromoalkynes and bromoalkenes by intramolecular radical cyclisation using a hypophosphite salt. This radical cyclisation strategy has successfully been applied to the total synthesis of a naturally occurring bioactive...
A series of ethynyl and aryl substituted porphyrins and the corresponding metallated derivatives have been synthesised and characterised.
A theoretical study of the structures of a series of 5-substituted-6-phenyl-3(2 H )-pyridazinones has been carried out using quantum-mechanical calculations. This study indicates a significant effect of the nature of the substituent at the 5-position on the reactivity of this system. The results...
Ultraviolet irradiation of (4 R ,5 S ,7 S ,8 R ,9 S ,10 R ,11 R )-7,8,9-triacetyloxy-1-oxolongipin-2-ene ( 2 ) afforded the vulgarone A 7 and the pingilonene 8 derivatives as the major products, which were formed by a (1,3)-shift, together with the minor secondary photoproducts 9 and 10 . The...
The synthesis of p -acetyl and p -benzoyl derivatives of various benzylsilanes ( p -R 1 CO–C 6 H 4 –CR 2 R 3 –SiMe 3 : R 1 , R 2 , R 3 =Me, H, H; Me, H, Ph; Me, H, Me; Me, Me, Me; Ph, H, H; Ph, H, Ph; Ph, H, Me; Ph, Me, Me), xanthenes (3-benzoyl and 3,6-dibenzoyl), and 9-Me 3 Si-xanthenes...
A practical total synthesis of AK-toxins (AK-toxin I, 1 ; II, 2 ), host-specific toxins against the Japanese pear, has been achieved in 10% total yield, starting from the key intermediate 6 . The (2 E ,4 Z ,6 E )-conjugated triene system was successfully constructed by the use of the Stille...
When α-bromo-α-fluoro-β-hydroxy esters were allowed to react successively with trimethylaluminum in toluene at −15°C for 0.5 h and with tributyltin hydride in the presence of a catalytic amount of triethylborane at −15°C for 4 h, the corresponding threo -α-fluoro-β-hydroxyalkanoates...
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