Enantio- and chemoselective Brønsted-acid/Mg(nBu)2 catalysed reduction of β-keto esters with catecholborane

Min Zhang; Xiaoming Zhao; Shengcai Zheng

doi:10.1039/c4cc00413b

Enantio- and chemoselective Brønsted-acid/Mg(ⁿBu)₂ catalysed reduction of β-keto esters with catecholborane

Min Zhang
, Xiaoming Zhao^*
, Shengcai Zheng

^*Corresponding author for this work

Tongji University

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

1 Scopus citations

Abstract

The enantioselective domino reaction between CO₂ (1 atm), amines and linear allyl chlorides in the presence of an iridium complex, DABCO and toluene at 15 °C was realized, which gave branched allyl carbamates in acceptable to high yields with up to excellent regioselectivity (99/1) and 94% ee. This is the first example of the synthesis of chiral allyl carbamates through catalytic domino reactions using CO₂.

Original language	English
Pages (from-to)	4455-4458
Number of pages	4
Journal	Chemical Communications
Volume	50
Issue number	34
DOIs	https://doi.org/10.1039/c4cc00413b
State	Published - 1 Apr 2014
Externally published	Yes

Access to Document

10.1039/c4cc00413b

Cite this

@article{7ddfedaf3e784200809a8160d9a305af,

title = "Enantio- and chemoselective Br{\o}nsted-acid/Mg(nBu)2 catalysed reduction of β-keto esters with catecholborane",

abstract = "The enantioselective domino reaction between CO2 (1 atm), amines and linear allyl chlorides in the presence of an iridium complex, DABCO and toluene at 15 °C was realized, which gave branched allyl carbamates in acceptable to high yields with up to excellent regioselectivity (99/1) and 94\% ee. This is the first example of the synthesis of chiral allyl carbamates through catalytic domino reactions using CO2.",

author = "Min Zhang and Xiaoming Zhao and Shengcai Zheng",

year = "2014",

month = apr,

day = "1",

doi = "10.1039/c4cc00413b",

language = "英语",

volume = "50",

pages = "4455--4458",

journal = "Chemical Communications",

issn = "1359-7345",

publisher = "Royal Society of Chemistry",

number = "34",

}

TY - JOUR

T1 - Enantio- and chemoselective Brønsted-acid/Mg(nBu)2 catalysed reduction of β-keto esters with catecholborane

AU - Zhang, Min

AU - Zhao, Xiaoming

AU - Zheng, Shengcai

PY - 2014/4/1

Y1 - 2014/4/1

N2 - The enantioselective domino reaction between CO2 (1 atm), amines and linear allyl chlorides in the presence of an iridium complex, DABCO and toluene at 15 °C was realized, which gave branched allyl carbamates in acceptable to high yields with up to excellent regioselectivity (99/1) and 94% ee. This is the first example of the synthesis of chiral allyl carbamates through catalytic domino reactions using CO2.

AB - The enantioselective domino reaction between CO2 (1 atm), amines and linear allyl chlorides in the presence of an iridium complex, DABCO and toluene at 15 °C was realized, which gave branched allyl carbamates in acceptable to high yields with up to excellent regioselectivity (99/1) and 94% ee. This is the first example of the synthesis of chiral allyl carbamates through catalytic domino reactions using CO2.

UR - https://www.scopus.com/pages/publications/85034379943

U2 - 10.1039/c4cc00413b

DO - 10.1039/c4cc00413b

M3 - 文章

AN - SCOPUS:85034379943

SN - 1359-7345

VL - 50

SP - 4455

EP - 4458

JO - Chemical Communications

JF - Chemical Communications

IS - 34

ER -

Enantio- and chemoselective Brønsted-acid/Mg(ⁿBu)₂ catalysed reduction of β-keto esters with catecholborane

Abstract

Access to Document

Other files and links

Fingerprint

Cite this