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Stereochemistry of the horner-emmons reaction of 3-functionalized 2-methyl-2-propenylphosphonates with aliphatic aldehydes. 2. Effect of size of the functional substituent in the phosphonate

  • Organic Chemistry
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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

In the Homer-Emmons reaction of 3-functionalized phosphonates having the general formula (R1O)2P(O)CH2C(CH3)=CHR2 with isovaleraldehyde the amount of the (2E, 4E) isomer in the final 3,7-dimethylocta-2,4-dienoate ester product increases as the size of the terminal functional group substituent R2 in the phosphonate is reduced.

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Literature cited

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Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow

    G. V. Kryshtal', É. P. Serebryakov, L. M. Suslova & L. A. Yanovskaya

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  1. G. V. Kryshtal'
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  2. É. P. Serebryakov
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  3. L. M. Suslova
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  4. L. A. Yanovskaya
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2382–2385, October, 1988.

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Kryshtal', G.V., Serebryakov, É.P., Suslova, L.M. et al. Stereochemistry of the horner-emmons reaction of 3-functionalized 2-methyl-2-propenylphosphonates with aliphatic aldehydes. 2. Effect of size of the functional substituent in the phosphonate. Russ Chem Bull 37, 2146–2149 (1988). https://doi.org/10.1007/BF00953423

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  • DOI: https://doi.org/10.1007/BF00953423

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