Synthesis of a Chiral Aziridine Derivative as a Versatile Intermediate for HIV Protease Inhibitors
β Scribed by Kim, B. Moon; Bae, Sung Jin; So, Soon Mog; Yoo, Hyun Tae; Chang, Sun Ki; Lee, Jung Hwan; Kang, JaeSung
- Book ID
- 120318273
- Publisher
- American Chemical Society
- Year
- 2001
- Tongue
- English
- Weight
- 43 KB
- Volume
- 3
- Category
- Article
- ISSN
- 1523-7060
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π SIMILAR VOLUMES
A catalytic asynunetric cyclopropanation of enol silyl ether 9 gave the laetonΒ’ 3 in up to 78% eΒ’. The lactonΒ’ 3 was then Iransformcd into 2, potentially a very versatile intermediate for phorbol analogs, using an inu'amol~cular nitrile oxide cycloaddition as a key step.
The detailed synthesis of (2R, 3R)-3-benzylglycidol by the Sharpless asymmetric epoxidation route is described. The enantiomeric purity determination of this compound is complicated by the presence of small quantities of the diastereometric (2R,3S)-3benzylglycidol from the asymmetric epoxidation of