Asymmetric Total Syntheses of (-)-α-Lycorane, (-)-Zephyranthine and Formal Synthesis of (+)-Clivonine

Yong-Jian Chen; Sen-Lin Cai; Chuan-Chuan Wang; Jin-Duo Cheng; Søren Kramer; Xing-Wen Sun

doi:10.1002/asia.201700555

Asymmetric Total Syntheses of (-)-α-Lycorane, (-)-Zephyranthine and Formal Synthesis of (+)-Clivonine

Yong-Jian Chen, Sen-Lin Cai, Chuan-Chuan Wang, Jin-Duo Cheng, Søren Kramer, Xing-Wen Sun

Department of Chemistry

Fudan University

Research output: Contribution to journal › Journal article › Research › peer-review

Abstract

We report the successful achievement of an asymmetric route to (-)-α-lycorane and (-)-zephyranthine as well as a formal total synthesis of (+)-clivonine. A pivotal intermediate, which serves as a potent precursor for the divergent syntheses of these natural products, was accessed by a diastereoselective Pd-catalyzed cinnamylation of an N-tert-butanesulfinyl imine.

Original language	English
Journal	Chemistry - An Asian Journal
Number of pages	6
ISSN	1861-4728
DOIs	https://doi.org/10.1002/asia.201700555
Publication status	Published - 2017

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title = "Asymmetric Total Syntheses of (-)-α-Lycorane, (-)-Zephyranthine and Formal Synthesis of (+)-Clivonine",

abstract = "We report the successful achievement of an asymmetric route to (-)-α-lycorane and (-)-zephyranthine as well as a formal total synthesis of (+)-clivonine. A pivotal intermediate, which serves as a potent precursor for the divergent syntheses of these natural products, was accessed by a diastereoselective Pd-catalyzed cinnamylation of an N-tert-butanesulfinyl imine.",

author = "Yong-Jian Chen and Sen-Lin Cai and Chuan-Chuan Wang and Jin-Duo Cheng and S{\o}ren Kramer and Xing-Wen Sun",

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journal = "Chemistry - An Asian Journal",

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T1 - Asymmetric Total Syntheses of (-)-α-Lycorane, (-)-Zephyranthine and Formal Synthesis of (+)-Clivonine

AU - Chen, Yong-Jian

AU - Cai, Sen-Lin

AU - Wang, Chuan-Chuan

AU - Cheng, Jin-Duo

AU - Kramer, Søren

AU - Sun, Xing-Wen

PY - 2017

Y1 - 2017

N2 - We report the successful achievement of an asymmetric route to (-)-α-lycorane and (-)-zephyranthine as well as a formal total synthesis of (+)-clivonine. A pivotal intermediate, which serves as a potent precursor for the divergent syntheses of these natural products, was accessed by a diastereoselective Pd-catalyzed cinnamylation of an N-tert-butanesulfinyl imine.

AB - We report the successful achievement of an asymmetric route to (-)-α-lycorane and (-)-zephyranthine as well as a formal total synthesis of (+)-clivonine. A pivotal intermediate, which serves as a potent precursor for the divergent syntheses of these natural products, was accessed by a diastereoselective Pd-catalyzed cinnamylation of an N-tert-butanesulfinyl imine.

U2 - 10.1002/asia.201700555

DO - 10.1002/asia.201700555

M3 - Journal article

C2 - 28474489

SN - 1861-4728

JO - Chemistry - An Asian Journal

JF - Chemistry - An Asian Journal

ER -

Asymmetric Total Syntheses of (-)-α-Lycorane, (-)-Zephyranthine and Formal Synthesis of (+)-Clivonine

Abstract

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