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ChemInform Abstract: The Olefin Synthesis from β-Hydroxyalkylphosphonates Induced by Fluorides or Relatively Weak Bases. by T. KAWASHIMA; T. ISHII; N. INAMOTO; N. TOKITOH; R. OKAZAKI is a scholarly article available to read on EtoBox.

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The Olefin Synthesis from β-Hydroxyalkylphosphonates Induced by Fluorides or Relatively Weak Bases. -β-Hydroxyalkylphosphonates are readily obtained from alkylphosphonates and the appropriate carbonyl compounds. Depending on the synthetic route, erythro and threo derivatives (III) and (VI), respectively, are obtained with good to excellent diastereoselectivity. Various fluoride reagents and weak bases are tested for their efficiency in olefin formation reactions. CsF proves to be the most effective reagent and provides a wide variety of olefins regioselectively without migration of the double bond. As shown for threo compound (VI), the reaction is also stereospecific and exclusively provides the (E)-olefin in this case. -(KAWASHIMA, T.; ISHII,

Author

T. KAWASHIMA; T. ISHII; N. INAMOTO; N. TOKITOH; R. OKAZAKI

Publisher

John Wiley and Sons; Wiley (John Wiley & Sons); Wiley (ISSN 0931-7597)

Published

1998

Language

EN