The first organocatalytic carbonyl- ene reaction: isomerisation- free C-C bond formations catalysed by H-bonding thio- ureas

• Matthew L. Clarke,
• Charlotte E. S. Jones and
• Marcia B. France

Beilstein J. Org. Chem. 2007, 3, No. 24, doi:10.1186/1860-5397-3-24

• of highly activated enophiles can be catalysed by H-bonding thio-ureas to give tertiary alcohols in high yields without extensive isomerisation side products. An asymmetric variant of this reaction was realised using a chiral thiourea but was limited by low enantioselectivity (up to 33% e.e.) and low

• interest in hydrogen bond mediated catalysis,[11] we have investigated thioureas as H-bonding additives for organocatalytic carbonyl ene reactions and report these results here. Despite the explosive growth in organocatalytic reactions in recent years, [12][13][14][15][16] this represents, to the best of

• times. Other minor side products were formed from the decomposition of ethyl trifluoropyruvate, but were readily separated from compounds 3 and 4. This decomposition becomes more significant as the reaction is left longer. An investigation into the effect of various H-bonding additives on this reaction

An efficient synthesis of tetramic acid derivatives with extended conjugation from L-Ascorbic Acid

• Biswajit K. Singh,
• Surendra S. Bisht and
• Rama P. Tripathi

Beilstein J. Org. Chem. 2006, 2, No. 24, doi:10.1186/1860-5397-2-24

• . Tetramic acid antibiotics from natural sources. H-bonding in tetronolactonyl dienyl esters. Synthesis of tetronolactonyl aldehydes from L-ascorbic acid Synthesis of tetronolactonyl dienyl esters from etronolactonyl aldehydes Synthesis of 5-hydroxy lactams from dienyl tetronic esters Synthesis of dienyl

The oxanorbornene approach to 3-hydroxy, 3,4-dihydroxy and 3,4,5-trihydroxy derivatives of 2-aminocyclohexanecarboxylic acid

• Ishmael B. Masesane,
• Andrei S. Batsanov,
• Judith A. K. Howard,
• Raju Mondal and
• Patrick G. Steel

Beilstein J. Org. Chem. 2006, 2, No. 9, doi:10.1186/1860-5397-2-9

• . Highly selective epoxidations of cycloalkenyl amides have been described[23] and, consistent with a hypothesis that the mixture of 10 and 11 arise through competing H-bonding directing effects of the carbamate and hydroxyl groups, acetylation of the free hydroxyl group prior to oxidation enhanced the