Syntheses of Diverse Natural Products via Dual-mode Lewis Acid Induced Cascade Cyclization Reactions

Guangyan Du; Gaopeng Wang; Wenjing Ma; Qianqian Yang; Wenli Bao; Xuefeng Liang; Lizhi Zhu; Chi Sing Lee

doi:10.1055/s-0036-1588777

Syntheses of Diverse Natural Products via Dual-mode Lewis Acid Induced Cascade Cyclization Reactions

Guangyan Du
, Gaopeng Wang
, Wenjing Ma
, Qianqian Yang
, Wenli Bao
, Xuefeng Liang
, Lizhi Zhu
, Chi Sing Lee^*

^*Corresponding author for this work

Department of Chemistry

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

25 Citations (Scopus)

Abstract

The σ/π-binding properties of a series of Lewis acids was studied using DFT calculations. The results led to the identification of Zn(II)/In(III) as a suitable dual-mode Lewis acid for use in promoting cascade cyclization reactions. Based on this finding, we developed three new types of dual-mode Lewis acid induced cascade cyclization reactions and have demonstrated the utilities of each process in natural product synthesis.

Original language	English
Pages (from-to)	1394-1406
Journal	Synlett
Volume	28
Issue number	12
Early online date	6 Apr 2017
DOIs	https://doi.org/10.1055/s-0036-1588777
Publication status	Published - Jul 2017

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title = "Syntheses of Diverse Natural Products via Dual-mode Lewis Acid Induced Cascade Cyclization Reactions",

abstract = "The σ/π-binding properties of a series of Lewis acids was studied using DFT calculations. The results led to the identification of Zn(II)/In(III) as a suitable dual-mode Lewis acid for use in promoting cascade cyclization reactions. Based on this finding, we developed three new types of dual-mode Lewis acid induced cascade cyclization reactions and have demonstrated the utilities of each process in natural product synthesis. ",

author = "Guangyan Du and Gaopeng Wang and Wenjing Ma and Qianqian Yang and Wenli Bao and Xuefeng Liang and Lizhi Zhu and Lee, \{Chi Sing\}",

note = "Financial support for this research project from the National Natural Science Foundation of China (Grant Nos.: 20972004, 21072008, 21272012, 21572006), the Science, Technology and Innovation Committee of Shenzhen (JCYJ20140509093817686, JCYJ20150626111042525) and Peking University Shenzhen Graduate School is gratefully acknowledged. {\textcopyright} Georg Thieme Verlag Stuttgart · New York",

year = "2017",

month = jul,

doi = "10.1055/s-0036-1588777",

language = "English",

volume = "28",

pages = "1394--1406",

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issn = "0936-5214",

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T1 - Syntheses of Diverse Natural Products via Dual-mode Lewis Acid Induced Cascade Cyclization Reactions

AU - Du, Guangyan

AU - Wang, Gaopeng

AU - Ma, Wenjing

AU - Yang, Qianqian

AU - Bao, Wenli

AU - Liang, Xuefeng

AU - Zhu, Lizhi

AU - Lee, Chi Sing

N1 - Financial support for this research project from the National Natural Science Foundation of China (Grant Nos.: 20972004, 21072008, 21272012, 21572006), the Science, Technology and Innovation Committee of Shenzhen (JCYJ20140509093817686, JCYJ20150626111042525) and Peking University Shenzhen Graduate School is gratefully acknowledged. © Georg Thieme Verlag Stuttgart · New York

PY - 2017/7

Y1 - 2017/7

N2 - The σ/π-binding properties of a series of Lewis acids was studied using DFT calculations. The results led to the identification of Zn(II)/In(III) as a suitable dual-mode Lewis acid for use in promoting cascade cyclization reactions. Based on this finding, we developed three new types of dual-mode Lewis acid induced cascade cyclization reactions and have demonstrated the utilities of each process in natural product synthesis.

AB - The σ/π-binding properties of a series of Lewis acids was studied using DFT calculations. The results led to the identification of Zn(II)/In(III) as a suitable dual-mode Lewis acid for use in promoting cascade cyclization reactions. Based on this finding, we developed three new types of dual-mode Lewis acid induced cascade cyclization reactions and have demonstrated the utilities of each process in natural product synthesis.

U2 - 10.1055/s-0036-1588777

DO - 10.1055/s-0036-1588777

M3 - Journal article

SN - 0936-5214

VL - 28

SP - 1394

EP - 1406

JO - Synlett

JF - Synlett

IS - 12

ER -

Syntheses of Diverse Natural Products via Dual-mode Lewis Acid Induced Cascade Cyclization Reactions

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