Tetrahedron Letters p. 269 - 272 (1995)
Update date:2022-07-30
Topics:
Nishida
Hayashi
Yamaura
Yanaginuma
Yonemitsu
Nishida
Kawahara
The alkenyl radical generated from (-)-8-phenylmenthyl 7-iodo-2,6-heptadienoate smoothly cyclized to afford (R)-(2-cyclopentenyl)acetate with 88% de in 90% yield. (R)-(2-Cyclohexenyl)acetate was also obtained with 84% de in 72% yield under the same conditions. The presence of Lewis acid is essential for high diastereoselectivity and chemical yield.
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