Asymmetric Induction via Short-Lived Chiral Enolates with a Chiral C–O Axis
T Yoshimura, K Tomohara…
Index: Yoshimura, Tomoyuki; Tomohara, Keisuke; Kawabata, Takeo Journal of the American Chemical Society, 2013 , vol. 135, # 19 p. 7102 - 7105
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Citation Number: 8
Abstract
A novel method has been developed for the asymmetric cyclization of alkyl aryl ethers. The reactions were assumed to proceed via short-lived chiral enolate intermediates with a chiral C–O axis to give cyclic ethers with tetrasubstituted carbon in up to 99% ee. The half-life of racemization of the chiral enolate intermediate was roughly estimated to be∼ 1 s at− 78° C.
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