Indandione 1 was brominated to yield 2-bromoIndandione 2 which on further reacted with substituted thiocarbamides, carbamides, 2-aminothiophenols, 2-aminophenol and triazoles to furnished 3-substituted aniline-2-thia-4-aza-6,7-benzo-8-oxo-bicyclo [3.3.0]-1(5),3-octadiene 3, 3-substituted aniline-2-oxa-4-aza-6,7-benzo-8-oxo-bicyclo [3.3.0]-1(5),3-octadiene 4, 2-Thia-5-aza-9-oxo-3,4-(3’-substitut...

Free radical bromination and nucleophilic fluorination allows the conversion of methyl sorbate into the 6-fluoro analogue which undergoes sequential asymmetric dihydroxylation reactions. A range of 6-deoxy-6-fluorosugars were prepared by using different combinations of ligands. While the enantiomeric excesses obtained were comparable to those from other 6-substituted sorbates, the regioselectiv...

SYNLETT 2004, No. 6, pp 1054–105806.05.2004 Advanced online publication: 25.03.2004 DOI: 10.1055/s-2004-822895; Art ID: G04404ST © Georg Thieme Verlag Stuttgart · New York Abstract: Using only 10% of CrCl2 as catalyst, manganese-powder as reducing agent and TMSCl as scavenger, 2-methylene-a,w-dialdehydes and -ketones can be coupled to form cyclic diols diastereoselectively. The diastereomeric e...

It is usually easier to carry out a reaction to produce racemic rather than optically active products. There is one notable exception: the Sharpless asymmetric hydroxylation 1 is so straightforward and practical that it is easier to carry out than previous racemic versions. In using this reaction on a variety of olefins we needed to make the racemic compounds to provide reference samples of dio...

The nucleophilic cyclopropanation of hexa-1,5-diene-3,4-diones with bis(iodozincio)methane afforded the Zn alkoxides of cis-dialkenylcyclopropane-1,2-diols stereoselectively. The subsequent oxy-Cope rearrangement afforded the corresponding Zn alkoxides of 5,6-dialkylcyclohepta-3,7-diene-1,3-diols.

indandione 1 was brominated to yield 2-bromoindandione 2 which on further reacted with substituted thiocarbamides, carbamides, 2-aminothiophenols, 2-aminophenol and triazoles to furnished 3-substituted aniline-2-thia-4-aza-6,7-benzo-8-oxo-bicyclo [3.3.0]-1(5),3-octadiene 3, 3-substituted aniline-2-oxa-4-aza-6,7-benzo-8-oxo-bicyclo [3.3.0]-1(5),3-octadiene 4, 2-thia-5-aza-9-oxo-3,4-(3’-substitut...

1. Indene has been administered to rabbits by stomach tube, and fractionation of ether extracts of the urine has yielded optically active c8and tran8-indane-1:2-diol in a total amount corresponding to about 5% of the dose. Acid treatment of the urine, either before or after ether extraction, yielded indan-2-one in amounts corresponding to about 25% of the dose of indene. 2. The same two diols h...