4.8 Article

Asymmetric, Catalytic, and Direct Self-Aldol Reaction of Acetaldehyde Catalyzed by Diarylprolinol

Journal

ORGANIC LETTERS
Volume 10, Issue 24, Pages 5581-5583

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol802438u

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Funding

  1. Toray Science Foundation
  2. Ministry of Education, Culture, Sports, Science, and Technology (MEXT)
  3. Japan Society for the promotion of Science (JSPS)

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An asymmetric, catalytic, and direct self-aldol reaction of acetaldehyde was catalyzed by diarylprolinol in NMP, affording the trimer acetal, which was generated by the reaction of the self-aldol product with another acetaldehyde molecule in a moderate yield with good enantioselectivity. Acetal is the synthetic equivalent of the self-aldol product, which can be converted into other synthetically useful compounds in one pot without compromising the enantioselectivity.

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