Chin. J. Org. Chem. ›› 1993, Vol. 13 ›› Issue (2): 178-180. Previous Articles     Next Articles

Original Articles

手性炔基亚砜作为二碳合成子在生物卤介不对称合成中的应用

CHAN WING-HONG;LEE ALBERT W.M;TAOYI   

  1. 香港敬礼教会学院化学系
  • 发布日期:1993-04-25

Use of chiral acetylenic sulfoxides as 2-carbon synthon in the asymmetric synthesis of alkaloids

CHAN WING-HONG;LEE ALBERT W.M;TAOYI   

  • Published:1993-04-25

Addition of (R)-HCYCSOR (R = o-O2NC6H4, p-MeC6H4) to 3,4-dimethoxyphenethylamine and tryptamine gave the Michael adducts I and II, resp. I and II underwent diastereoselective cyclization. by F3CCO2H to give the isoquinolines III (R1 = RSOCH2, R2 = H; R1 = H, R2 = RSOCH2) and corresponding pyridoindoles IV. IV (R1 = RSO2CH2, R2 = H) was reduced to (+)-tetrahydroharmane (IV, R1 = Me, R2 = H).

Key words: ALKYNE P, SULFOXIDE, ISOQUINOLINE P, CHIRALITY

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