1: acid, H2O 2: NH2OH*HCl, pyridine 3: 5percent sodium hypochlorite, Et3N 4: H2, boric acid / W-2 Raney nickel 5: MsCl, DMAP 7: 97 percent / PPTS / methanol 8: CrO3, H2SO4 9: L-selectride 10: 75 percent / Na, liq. NH3 View Scheme

<b>Multi-step reaction with 8 steps<br /> </b>2: acid hydrolysis<br />3: Pb(OAc)4<br />4: over Li-acetylide<br />5: 49 percent / Swern oxidation<br />6: Zn(BH₄)2 / diethyl ether<br />7: LiAlH₄ <br /> <br /> &nbsp;

<b>Multi-step reaction with 6 steps<br /> </b>1: Pb(OAc)4<br />2: over Li-acetylide<br />3: 49 percent / Swern oxidation<br />4: Zn(BH₄)2 / diethyl ether<br />5: LiAlH₄ <br /> <br /> &nbsp;

<b>Multi-step reaction with 7 steps<br /> </b>1: acid hydrolysis<br />2: Pb(OAc)4<br />3: over Li-acetylide<br />4: 49 percent / Swern oxidation<br />5: Zn(BH₄)2 / diethyl ether<br />6: LiAlH₄ <br /> <br /> &nbsp;