Stereocontrolled synthesis of linear 22R-homoallylic sterols via a triflic acid-catalyzed 2-oxonia cope rearrangement

Teck Peng Loh; Qi Ying Hu; Li Ting Ma

doi:10.1021/ol026136e

Stereocontrolled synthesis of linear 22R-homoallylic sterols via a triflic acid-catalyzed 2-oxonia cope rearrangement

Teck Peng Loh, Qi Ying Hu, Li Ting Ma

National University of Singapore

科研成果: 期刊稿件 › 文章 › 同行评审

33 引用（Scopus）

摘要

(Matrix presented) Poor stereoselectivity caused by the involvement of side reaction pathways was observed in the In(OTf)₃-catalyzed allyl-transfer reaction (R = electron-withdrawing group). Subsequently, it was found that the employment of triflic acid (TFA) as catalyst could successfully suppress the side reaction pathways and, hence, achieve high stereoselectivity.

源语言	英语
页（从-至）	2389-2391
页数	3
期刊	Organic Letters
卷	4
期	14
DOI	https://doi.org/10.1021/ol026136e
出版状态	已出版 - 11 7月 2002
已对外发布	是

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abstract = "(Matrix presented) Poor stereoselectivity caused by the involvement of side reaction pathways was observed in the In(OTf)3-catalyzed allyl-transfer reaction (R = electron-withdrawing group). Subsequently, it was found that the employment of triflic acid (TFA) as catalyst could successfully suppress the side reaction pathways and, hence, achieve high stereoselectivity.",

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AU - Hu, Qi Ying

AU - Ma, Li Ting

PY - 2002/7/11

Y1 - 2002/7/11

N2 - (Matrix presented) Poor stereoselectivity caused by the involvement of side reaction pathways was observed in the In(OTf)3-catalyzed allyl-transfer reaction (R = electron-withdrawing group). Subsequently, it was found that the employment of triflic acid (TFA) as catalyst could successfully suppress the side reaction pathways and, hence, achieve high stereoselectivity.

AB - (Matrix presented) Poor stereoselectivity caused by the involvement of side reaction pathways was observed in the In(OTf)3-catalyzed allyl-transfer reaction (R = electron-withdrawing group). Subsequently, it was found that the employment of triflic acid (TFA) as catalyst could successfully suppress the side reaction pathways and, hence, achieve high stereoselectivity.

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Stereocontrolled synthesis of linear 22R-homoallylic sterols via a triflic acid-catalyzed 2-oxonia cope rearrangement

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