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

Tietze Lutz F. | Zendy; Görlitzer Jochen | Zendy

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

Author(s) -

Tietze Lutz F.,

Görlitzer Jochen

Publication year - 1997

Publication title -

liebigs annalen

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 0947-3440

DOI - 10.1002/jlac.199719971108

Subject(s) - enantioselective synthesis , chemistry , hydroxymethyl , triol , enantiomer , enantiomeric excess , total synthesis , catalysis , palladium , organic chemistry , combinatorial chemistry , stereochemistry , diol

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 11a, b in good yields and moderate to high enantiomeric excess. Palladium‐catalyzed coupling of 9a–d and 11a, b with the iodoarene 13 led to the desired precursors for the vitamin E synthesis ent ‐ 3a–d and 15a, b .

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