Efficient method for a one-carbon homologation of aldehydes and benzophenone to carboxylic acids

K Takahashi, K Shibasaki, K Ogura…

Index: Takahashi, Kazumasa; Shibasaki, Kenichiro; Ogura, Katsuyuki; Iida, Hirotada Journal of Organic Chemistry, 1983 , vol. 48, # 20 p. 3566 - 3569

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Citation Number: 37

Abstract

Conclusion The major product la is a trans isomer, and the minor product lb is a cis isomer. The distortion of the pyrrolidinone ring in la causes H3 and H4 to be oriented at a dihedral angle such that the trans coupling constant becomes larger than the cis coupling constant. The low torsional angle for Cll-C3-C4-C6 (-77.8') in la can be used to explain why the y- compression shift between la and lb is lower than that between cis-and trans-1, 2- ...