Enantioselective transfer hydrogenation of difluoromethyl ketimines using benzothiazoline as a hydrogen donor in combination with a chiral phosphoric acid

Tsubasa Sakamoto, Kosaku Horiguchi, Kodai Saito, Keiji Mori, Takahiko Akiyama

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

Hold the benzothiazoline: Highly enantioselective transfer hydrogenation of difluoromethyl ketimines with benzothiazolines catalyzed by a chiral phosphoric acid furnishes α-difluoromethylated amines in good yields and with excellent enantioselectivity, irrespective of the stereochemistry of the starting materials. PMP=p-methoxyphenyl.

Original languageEnglish
Pages (from-to)943-946
Number of pages4
JournalAsian Journal of Organic Chemistry
Volume2
Issue number11
DOIs
Publication statusPublished - 2013
Externally publishedYes

Fingerprint

Hydrogenation
Hydrogen
Stereochemistry
Enantioselectivity
Amines
phosphoric acid
benzothiazoline
ketimine

Keywords

  • Benzothiazolines
  • Chiral phosphoric acids
  • Difluoromethyl amines
  • Difluoromethyl ketimines
  • Enantioselective transfer hydrogenation

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Enantioselective transfer hydrogenation of difluoromethyl ketimines using benzothiazoline as a hydrogen donor in combination with a chiral phosphoric acid. / Sakamoto, Tsubasa; Horiguchi, Kosaku; Saito, Kodai; Mori, Keiji; Akiyama, Takahiko.

In: Asian Journal of Organic Chemistry, Vol. 2, No. 11, 2013, p. 943-946.

Research output: Contribution to journalArticle

@article{4c021c55e5354fdab8c4fb3c64d6bbc3,
title = "Enantioselective transfer hydrogenation of difluoromethyl ketimines using benzothiazoline as a hydrogen donor in combination with a chiral phosphoric acid",
abstract = "Hold the benzothiazoline: Highly enantioselective transfer hydrogenation of difluoromethyl ketimines with benzothiazolines catalyzed by a chiral phosphoric acid furnishes α-difluoromethylated amines in good yields and with excellent enantioselectivity, irrespective of the stereochemistry of the starting materials. PMP=p-methoxyphenyl.",
keywords = "Benzothiazolines, Chiral phosphoric acids, Difluoromethyl amines, Difluoromethyl ketimines, Enantioselective transfer hydrogenation",
author = "Tsubasa Sakamoto and Kosaku Horiguchi and Kodai Saito and Keiji Mori and Takahiko Akiyama",
year = "2013",
doi = "10.1002/ajoc.201300174",
language = "English",
volume = "2",
pages = "943--946",
journal = "Asian Journal of Organic Chemistry",
issn = "2193-5807",
publisher = "Wiley - VCH Verlag GmbH & CO. KGaA",
number = "11",

}

TY - JOUR

T1 - Enantioselective transfer hydrogenation of difluoromethyl ketimines using benzothiazoline as a hydrogen donor in combination with a chiral phosphoric acid

AU - Sakamoto, Tsubasa

AU - Horiguchi, Kosaku

AU - Saito, Kodai

AU - Mori, Keiji

AU - Akiyama, Takahiko

PY - 2013

Y1 - 2013

N2 - Hold the benzothiazoline: Highly enantioselective transfer hydrogenation of difluoromethyl ketimines with benzothiazolines catalyzed by a chiral phosphoric acid furnishes α-difluoromethylated amines in good yields and with excellent enantioselectivity, irrespective of the stereochemistry of the starting materials. PMP=p-methoxyphenyl.

AB - Hold the benzothiazoline: Highly enantioselective transfer hydrogenation of difluoromethyl ketimines with benzothiazolines catalyzed by a chiral phosphoric acid furnishes α-difluoromethylated amines in good yields and with excellent enantioselectivity, irrespective of the stereochemistry of the starting materials. PMP=p-methoxyphenyl.

KW - Benzothiazolines

KW - Chiral phosphoric acids

KW - Difluoromethyl amines

KW - Difluoromethyl ketimines

KW - Enantioselective transfer hydrogenation

UR - http://www.scopus.com/inward/record.url?scp=84896751751&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84896751751&partnerID=8YFLogxK

U2 - 10.1002/ajoc.201300174

DO - 10.1002/ajoc.201300174

M3 - Article

VL - 2

SP - 943

EP - 946

JO - Asian Journal of Organic Chemistry

JF - Asian Journal of Organic Chemistry

SN - 2193-5807

IS - 11

ER -