✍ Scribed by Sadagopan Raghavan; S.C. Joseph
No coin nor oath required. For personal study only.
A short, efficient and highly stereoselective synthesis of (-)-(R,R)-muricatacin is reported. The key steps include a highly diastereoselective reduction of a b-ketosulfoxide to a b-hydroxy sulfoxide, regio-and stereoselective bromohydration of an olefin employing the sulfinyl group as an internal nucleophile and chemoselective reduction of a double bond in the presence of a halogen atom.
📜 SIMILAR VOLUMES
A straightforward and stereospecific synthesis of (+)-polyoxamic acid is disclosed. The key step of the synthesis involves the regio-and stereospecific bromohydration of an olefin via intramolecular participation by the sulfinyl group.
A novel and stereospecific synthesis of (2R,3S)-3-amino-2-hydroxy-4-phenylbutanoate (AHPBA) is disclosed. The key step includes regio-and stereospecific functionalization of an alkene by the pendant sulfinyl group.
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## Abstract The total synthesis of the tetrahydroisoindolinone moiety corresponding to proxiphomin (**1**) is described, bearing functional groups for the attachment of the macrocyclic ring. __Knoevenagel‐Cope__ condensation of racemic 2‐(benzyloxycarbonyl‐amino)‐3‐phenylpropanal (**2**) with methy
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