Van-Thoai Pham

Asymmetric Synthesis of (−)-Swainsonine

We report a new asymmetric synthetic method for (-)-swainsonine utilizing a chiral oxazoline precursor. The key features in this strategy are the diastereoselective oxazoline formation reaction catalyzed by palladium(0), diasteroselective dihydroxylation, and the stereocontrolled allylation reaction with TiCl(4).

Stereoselective synthesis of L-threo-sphingosine, L-ffrreo-sphinganine, D-threo-sphingosine, and D-threo-sphinganinevia oxazoline formation and olefin cross-metathesis; potent protein kinase C inhibitor analogues

In this study, we explored a convenient and concise route for synthesis of L-threo-sphin-gosine, D-threo sphingosine, L-threo-sphinganine and D-threo-sphinganine from commercially available L- or D-serine. The key steps are the simple preparation oftrans-oxazoline and inte-rmolecular olefin cross metathesis.

Stereoselective synthesis of (+)-polyoxamic acid based on the synthesis of chiral oxazine

A concise, stereocontrolled synthesis of (+)-polyoxamic acid was achieved. Starting from trans-oxazoline as a chiral building block, the key step involves diastereoselective oxazine formation catalyzed by palladium(0).

A concise synthesis of a promising protein kinase C inhibitor: D-erythro-sphingosine

In this study, we explored a convenient and concise route for synthesis ofD- erythro- sphin- gosine1 from commercially available and cheap L-serine. The key steps are simple preparation of amino ketone5 from Weinreb amide3 and high diastereoselective reduction of amino ketone5 to give the naturalerythro- (anti- ) isomer.

A concise synthesis of (-)-cytoxazone

A concise, stereoselective synthesis of (-)-cytoxazone 1 was described. A key feature is highly diastereoselective reduction of the amino ketone to give the anti-amino alcohol directly, which is 2-oxazolidinone precursor.