Stereoselective Synthesis of ( E )‐4‐Hydroxy‐2‐alkenoic Acid Ester from Aldehydes and the d 3 ‐Building Block Ethyl Lithiopropiolate | Zendy

Gais HansJoachim | Zendy

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Stereoselective Synthesis of ( E )‐4‐Hydroxy‐2‐alkenoic Acid Ester from Aldehydes and the d 3 ‐Building Block Ethyl Lithiopropiolate

Author(s) -

Gais HansJoachim

Publication year - 1984

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.198401431

Subject(s) - aldehyde , stereoselectivity , ethyl ester , chemistry , block (permutation group theory) , organic chemistry , catalysis , mathematics , geometry

For the ( E )‐4‐hydroxy‐2‐alkenoic acid ester part‐structure 1, which is widely distributed in natural products , a stereoselective synthesis has been worked out. For this purpose, a 4‐functionalized 2‐alkynoic acid ester, prepared from an aldehyde and Li compound 2 , is reduced E ‐stereoselectively to 1 . The range of application can be demonstrated using aldehyde 3 .

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