17 research outputs found
A mild and efficient method for the one-pot monocarboxymethylation of primary amines
A mild and efficient method for the monocarboxymethylation of primary amines that takes place under aq. conditions at room temp. is described. Treatment of an aq. soln. of a variety of primary amines with two equiv. of glyoxylic acid leads to the N-formyl glycine derivs. Direct hydrolysis of the crude reaction soln. leads to the products of amine monocarboxymethylation in good to excellent yield
A Highly Stereocontrolled, One-Pot Approach toward Pyrrolobenzoxazinones and Pyrroloquinazolinones through a Lewis Acid-Catalyzed [3 + 2]-Cycloannulation Process
We report herein a stereocontrolled
[3 + 2]-cycloheteroannulation
of bis-silyl dienediolate <b>1</b> with 2-aminobenzoic acid-
and 2-aminobenzamide-derived imines to furnish highly substituted
pyrrolo[1,2-<i>a</i>]benzoxazinones <b>3</b> and pyrrolo[1,2-<i>a</i>]quinazolinones <b>4</b>, respectively, in good overall
yields. This one-pot process rapidly generates molecular complexity
and comprises a Lewis acid-catalyzed, vinylogous Mannich reaction
of <b>1</b> followed by an intramolecular <i>N</i>,<i>O</i>-acetal- and <i>N</i>,<i>N</i>-aminal formation, respectively, which proceeds with good to excellent
stereocontrol
A Highly Stereocontrolled, One-Pot Approach toward Pyrrolobenzoxazinones and Pyrroloquinazolinones through a Lewis Acid-Catalyzed [3 + 2]-Cycloannulation Process
We report herein a stereocontrolled
[3 + 2]-cycloheteroannulation
of bis-silyl dienediolate <b>1</b> with 2-aminobenzoic acid-
and 2-aminobenzamide-derived imines to furnish highly substituted
pyrrolo[1,2-<i>a</i>]benzoxazinones <b>3</b> and pyrrolo[1,2-<i>a</i>]quinazolinones <b>4</b>, respectively, in good overall
yields. This one-pot process rapidly generates molecular complexity
and comprises a Lewis acid-catalyzed, vinylogous Mannich reaction
of <b>1</b> followed by an intramolecular <i>N</i>,<i>O</i>-acetal- and <i>N</i>,<i>N</i>-aminal formation, respectively, which proceeds with good to excellent
stereocontrol