Chiral acetylenic sulfoxide in alkaloid synthesis. Total synthesis of (R)-(+)-carnegine.
โ Scribed by Albert W. Lee; W.H. Chan; Yu-Kai Lee
- Book ID
- 103397805
- Publisher
- Elsevier Science
- Year
- 1991
- Tongue
- French
- Weight
- 243 KB
- Volume
- 32
- Category
- Article
- ISSN
- 0040-4039
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๐ SIMILAR VOLUMES
Through Michael additionlacid induced cyclization of secondzuy amine to chiral acetylenic sulfoxide followed by Putnmerer cyclization, an approach to the enantioselective syntheses of pentacyclic yohimbine alkaloids is presented. O 1997Elsevier ScienceLtd.
Chiral Acetylenic Sulfoxide in Enantioselective Synthesis of Yohimbine Alkaloid. -Michael addition of the secondary amine (I) to the chiral acetylenenic sulfoxide (II) followed by acid induced cyclization affords (III) as major product. It is a precursor of optically pure (IV), a known synthon of pe
The intramolecular conjugate addition of an amine to the chiral vinyl sulfoxides 3 and 4 to give chiral isoquinolines 5 and 6 is reported. lsoquinoline 5 is converted to (S)-(+)-Canadine via an intramolecular Pummerer reaction.