Palladium/Lewis Acid Co-catalyzed Divergent Asymmetric Ring-Opening Reactions of Azabenzonorbornadienes with Alcohols

Fan Yang; Jingchao Chen; Jianbin Xu; Fujie Ma; Yongyun Zhou; Madhuri Vikas Shinde; Baomin Fan

doi:10.1021/acs.orglett.6b02300

Palladium/Lewis Acid Co-catalyzed Divergent Asymmetric Ring-Opening Reactions of Azabenzonorbornadienes with Alcohols

Fan Yang, Jingchao Chen, Jianbin Xu, Fujie Ma, Yongyun Zhou, Madhuri Vikas Shinde, Baomin Fan^*

^*Corresponding author for this work

Yunnan Minzu University

Research output: Contribution to journal › Article › peer-review

50 Citations (Scopus)

Abstract

By fine tuning the combinations of chiral palladium catalysts and Lewis acids, both the additional and reductive asymmetric ring-opening reactions of azabenzonorbornadienes with alcohols were accomplished with good chemoselectivity, regioselectivity, and enantioselectivity. It was proven that the reductive ring-opening products were generated through a transfer-hydrogenation process with alcohols as hydrogen source.

Original language	English
Pages (from-to)	4832-4835
Number of pages	4
Journal	Organic Letters
Volume	18
Issue number	19
DOIs	https://doi.org/10.1021/acs.orglett.6b02300
Publication status	Published - 7 Oct 2016
Externally published	Yes

Access to Document

10.1021/acs.orglett.6b02300

Cite this

@article{e15b82d9239d42d8aea4da5704ef8615,

title = "Palladium/Lewis Acid Co-catalyzed Divergent Asymmetric Ring-Opening Reactions of Azabenzonorbornadienes with Alcohols",

abstract = "By fine tuning the combinations of chiral palladium catalysts and Lewis acids, both the additional and reductive asymmetric ring-opening reactions of azabenzonorbornadienes with alcohols were accomplished with good chemoselectivity, regioselectivity, and enantioselectivity. It was proven that the reductive ring-opening products were generated through a transfer-hydrogenation process with alcohols as hydrogen source.",

author = "Fan Yang and Jingchao Chen and Jianbin Xu and Fujie Ma and Yongyun Zhou and Shinde, {Madhuri Vikas} and Baomin Fan",

note = "Publisher Copyright: {\textcopyright} 2016 American Chemical Society.",

year = "2016",

month = oct,

day = "7",

doi = "10.1021/acs.orglett.6b02300",

language = "English",

volume = "18",

pages = "4832--4835",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "19",

}

TY - JOUR

T1 - Palladium/Lewis Acid Co-catalyzed Divergent Asymmetric Ring-Opening Reactions of Azabenzonorbornadienes with Alcohols

AU - Yang, Fan

AU - Chen, Jingchao

AU - Xu, Jianbin

AU - Ma, Fujie

AU - Zhou, Yongyun

AU - Shinde, Madhuri Vikas

AU - Fan, Baomin

PY - 2016/10/7

Y1 - 2016/10/7

N2 - By fine tuning the combinations of chiral palladium catalysts and Lewis acids, both the additional and reductive asymmetric ring-opening reactions of azabenzonorbornadienes with alcohols were accomplished with good chemoselectivity, regioselectivity, and enantioselectivity. It was proven that the reductive ring-opening products were generated through a transfer-hydrogenation process with alcohols as hydrogen source.

AB - By fine tuning the combinations of chiral palladium catalysts and Lewis acids, both the additional and reductive asymmetric ring-opening reactions of azabenzonorbornadienes with alcohols were accomplished with good chemoselectivity, regioselectivity, and enantioselectivity. It was proven that the reductive ring-opening products were generated through a transfer-hydrogenation process with alcohols as hydrogen source.

UR - http://www.scopus.com/inward/record.url?scp=84990841794&partnerID=8YFLogxK

U2 - 10.1021/acs.orglett.6b02300

DO - 10.1021/acs.orglett.6b02300

M3 - Article

AN - SCOPUS:84990841794

SN - 1523-7060

VL - 18

SP - 4832

EP - 4835

JO - Organic Letters

JF - Organic Letters

IS - 19

ER -

Palladium/Lewis Acid Co-catalyzed Divergent Asymmetric Ring-Opening Reactions of Azabenzonorbornadienes with Alcohols

Abstract

Access to Document

Other files and links

Fingerprint

Cite this