Chemistry Letters
Online ISSN : 1348-0715
Print ISSN : 0366-7022
ISSN-L : 0366-7022
Effect of Ti(Oi-Pr)4 on Stereoselectivity of Halocyclization of 2-Substituted 4-Pentenoic Acid and 4-Penten-1-ol
Osamu KitagawaTomohiro SatoTakeo Taguchi
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1991 Volume 20 Issue 1 Pages 177-180

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Abstract

Iodolactonization of 2-substituted (N-sulfonylamino, hydroxyl and hydroxymethyl groups)-4-pentenoic acid with NIS or I2 in the presence of Ti(Oi-Pr)4 gave the γ-lactone with increased 1,3-cis-selectivity. Stereoselectivity in the haloetherification of 2-hydroxymethyl-4-penten-1-ol was reversed by the addition of Ti(Oi-Pr)4

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© 1991 The Chemical Society of Japan
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