Total Synthesis of (R, R, R)‐α‐Tocopherol Through Asymmetric Cu‐Catalyzed 1, 4‐Addition. Issue 38 (1st August 2014)

• Record Type: Journal Article
• Authors: Termath, Andreas Ole; Sebode, Hanna; Schlundt, Waldemar; Stemmler, René T.; Netscher, Thomas; Bonrath, Werner; Schmalz, Hans‐Günther
• Is Part Of: Chemistry. Volume 20:Issue 38(2014)
• Page Start: 12051
• Page End: 12055
• Publication Date: 2014-08-01
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201404379
• Languages: English
• ISSNs: 0947-6539

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>By introducing a disposable activating substituent at C‐3, the asymmetric 1, 4‐addition to a notoriously unreactive 2‐substituted chromenone was achieved with high levels of (2<italic>R</italic>)‐stereoselectivity in the presence of a chiral Cu^I‐phosphoramidite complex as a catalyst. This paved the way for an efficient and conceptually novel synthesis of (<italic>R</italic>, <italic>R</italic>, <italic>R</italic>)‐α‐tocopherol from readily available starting materials.</p> </abstract>