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有机化学
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有机化学 ›› 1993, Vol. 13 ›› Issue (2): 178-180. 上一篇    下一篇

研究论文

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

本文报导了手性炔基亚砜的制备及其在四氢异喹啉及四氢咔啉生物碱对映体选择性合成中的应用。

关键词: 亚砜, 不对称反应, 炔烃 P, 异喹啉 P, 咔啉 P, 手征性

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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