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An efficient synthesis of (-)-bulgecinine
β Scribed by Yoshiro Hirai; Takashi Terada; Yoshiko Amemiya; Takefumi Momose
- Book ID
- 104214781
- Publisher
- Elsevier Science
- Year
- 1992
- Tongue
- French
- Weight
- 154 KB
- Volume
- 33
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
A highly stcrcosclcctivc synthesis of (-)-bulgccininc (1) vita the pyrrolido[l~s]oxazolidin-3-one system (2) has been achieved by starting with the asymmetric epoxidation of the twin ally1 alcohol system (6). The transformation of note includes the palladium-catalyzed N-tn cyclixation leading exclusively to a rruns-2.5disubstittltai pyn0Mine.
π SIMILAR VOLUMES
A stereoselective synthesis of (2S,4S,5R)-4-hydroxy-5-hydroxymethylproline 1 starting from (S)-aspartic acid 2 is described. The key step of the synthesis is the [Rh(OAc)2]2 catalyzed stereospecific transformation (de >98%) of the hexafluoroacetone protected diazoketone 5 into the 4-oxoproline deriv