7) [28 pts.] L-Proline was recently found to catalytically promote the quantitative stereochemical isomerization of the aldehyde shown below. The proposed mechanism proceeds through the enamine deriv...
7) [28 pts.] L-Proline was recently found to catalytically promote the quantitative stereochemical isomerization of the aldehyde shown below. The proposed mechanism proceeds through the enamine derivative of L-Proline, and involves intramolecular general acid and general base catalyzed steps. Provide the missing structures in boxes 1-4 and arrows where requested. Boxes 2 and 3 are to display different faces of a prochiral double bond, brought about by a conformational change. (Reference J. Org. Chen. 2007, 72, 10279) OR OR OR OH RO RO NH L-Proline OR OR enamine hydrolysis no arrows needed enamine formation no arrows needed 4 Draw the enamine derivative of W general acid catalyzed [El show arrows general base catalyzed [Adi] how arrows
7) [28 pts.] L-Proline was recently found to catalytically promote the quantitative stereochemical isomerization of the aldehyde shown below. The proposed mechanism proceeds through the enamine derivative of L-Proline, and involves intramolecular general acid and general base catalyzed steps. Provide the missing structures in boxes 1-4 and arrows where requested. Boxes 2 and 3 are to display different faces of a prochiral double bond, brought about by a conformational change. (Reference J. Org. Chen. 2007, 72, 10279) OR OR OR OH RO RO NH L-Proline OR OR enamine hydrolysis no arrows needed enamine formation no arrows needed 4 Draw the enamine derivative of W general acid catalyzed [El show arrows general base catalyzed [Adi] how arrows