ENANTIOSELECTIVE SYNTHESIS OF 3-AZABICYCLO[4.3.0]NONANE ALKALOIDS

被引：24

作者：

CID, MM ^{[1
]}

POMBOVILLAR, E ^{[1
]}

机构：

[1] SANDOZ PHARMA LTD, PRECLIN RES, CH-4002 BASEL, SWITZERLAND

来源：

HELVETICA CHIMICA ACTA | 1993年 / 76卷 / 04期

关键词：

D O I：

10.1002/hlca.19930760416

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The stereospecific synthesis of the monoterpene alkaloids (-)-alpha-skytanthine ((-)-2), (-)-N-demethyl-delta-sky-tanthine ((-)-7), and (+)-epidihydrotecomanine (+)-4 was achieved from a common intermediate 22, which in turn was obtained from (1R,4S,1'S)-2-(1'-phenylethyl)-2-azabicyclo[2.2.1]hept-5-ene (10), via a ketene aza-Claisen rearrangement. The piperidine derivative (+)-31, formally the aza-analogue of (+)-isoiridomyrmecin, was also obtained from the same intermediate 22.

引用

页码：1591 / 1607

页数：17

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