吡咯烷生物碱及相关化合物的不对称合成研究（Ⅰ）

Studies on the Asymmetric Synthesis of Pyrrolidine Alkaioids and Related Compounds(Ⅰ)──Synthesis or a Chiral Precursor for Preussin and AHPPA

吡咯烷生物碱及相关化合物的不对称合成研究（Ⅰ）黄培强，阮源萍（厦门大学化学系，厦门，３６１００５）关键词Ｐｒｅｕｓｓｉｎ，４－氨基－３－羟基－５－苯基戊酸，不对称合成，酰胺－α－烷基化，１．５－二苄基－４－苄氧基－２－吡咯酮（＋）－ｐｒｅｕｓｓｉｎ１...

Starting from(S)-malic aicd, the stereoselective synthesis of(4S, 5R)-1,5-dibenzyl-4-benzyloxyl-2-pyrrolidone 9 by two methods was described.The key steps in the synthesis are two asymmetric α-amidoalkylation.The asymmetric α-amidoalkylation was easily achieved either from sulfone 7by Ley's method or from 5 via an addition-reduction proceed to provide 9 in good(4/1 for 7) to excellent(97/3 for 5)trans stereoselectivity.Compound 9 is a chiral precursor for(-)-preussin and(3S,4R )-4-amino-3-hydroxyl-5-phenylpentanoic acid(AHPPA).