Efficient Enantioselective Synthesis of Chiral Precursors for the Preparation of Vitamin E

✍ Scribed by Tietze, Lutz F. ;Görlitzer, Jochen

• Publisher: John Wiley and Sons
• Year: 1997
• Tongue: English
• Weight: 481 KB
• Volume: 1997
• Category: Article
• ISSN: 0947-3440
• DOI: 10.1002/jlac.199719971108

✦ Synopsis

Enantioselective bishydroxylation of the protected hydroxymethyl enynes 7a-d and 8a, b, which are easily obtained from commercially available 5 and 6, gave the triol derivatives 9a-d and l l a , b in good yields and moderate to high enantiomeric excess. Palladium-catalyzed coupling of 9a-d and l l a , b with the iodoarene 13 led to the desired precursors for the vitamin E synthesis ent-3a-d and Ma, b.