Asymmetric Intramolecular Hydroalkoxylation of Unactivated Alkenes Catalyzed by Chiral N-Triflyl Phosphoramide and TiCl4 dagger

Summary of main observation and conclusion By using a combination of a chiral N-triflyl phosphoramide and TiCl4 as the catalyst, a new process for asymmetric intramolecular hydroalkoxylation of unactivated alkenes was developed, producing various chiral tetrahydrofuran derivatives in 51%-99% yields...

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Bibliographic Details
Published inChinese journal of chemistry Vol. 38; no. 6; pp. 565 - 569
Main Authors Zhao Pengyuan, Cheng Aolin, Wang Xinxu, Ma Jiguo, Zhao Guoqing, Li Yingkun, Zhang Yi, Zhao Baoguo
Format Journal Article
LanguageEnglish
Published WEINHEIM Wiley 01.06.2020
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
BRONSTED ACID
ACTIVATION
ENANTIOSELECTIVE PROTONATION
C-O
SYNTHETIC ROUTES
Asymmetric hydroalkoxylation
Chiral terahedrofuran
Asymmetric catalysis
Cyclization
Chiral super strong Bronsted acid
SILYL ENOL ETHERS
OLEFINS
CYCLOISOMERIZATION
TETRAHYDROFURAN
CARBOXYLIC-ACIDS
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Summary:Summary of main observation and conclusion By using a combination of a chiral N-triflyl phosphoramide and TiCl4 as the catalyst, a new process for asymmetric intramolecular hydroalkoxylation of unactivated alkenes was developed, producing various chiral tetrahydrofuran derivatives in 51%-99% yields with 30%-71% ee's.
ISSN:1001-604X
1614-7065
DOI:10.1002/cjoc.201900544