A diastereoselective route to functionalised epoxides by reduction of cyclic β-ketosulphoxides
摘要:
A thiane oxide system 1, bearing a protected hydroxyl group, undergoes stereoselective acylation to give a range of beta-ketosulphoxides 2a-e, which can then be reduced stereoselectively to give either of the corresponding hydroxysulphoxides 3 and 4. Further manipulation of these compounds, involving thiane ring-opening, leads to a variety of functionalised epoxides.