β-Isocupreidine-hexafluoroisopropyl acrylate method for asymmetric Baylis-Hillman reactions

Ayako Nakano; Sakie Kawahara; Saori Akamatsu; Kenji Morokuma; Mari Nakatani; Yoshiharu Iwabuchi; Keisuke Takahashi; Jun Ishihara; Susumi Hatakeyama

doi:10.1016/j.tet.2005.09.072

β-Isocupreidine-hexafluoroisopropyl acrylate method for asymmetric Baylis-Hillman reactions

Ayako Nakano, Sakie Kawahara, Saori Akamatsu, Kenji Morokuma, Mari Nakatani, Yoshiharu Iwabuchi, Keisuke Takahashi, Jun Ishihara, Susumi Hatakeyama

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

85 Citations (Scopus)

Abstract

Key features of the β-isocupreidine (β-ICD)-catalyzed asymmetric Baylis-Hillman reaction of aldehydes with 1,1,1,3,3,3-hexafluoroisopropyl acrylate (HFIPA) are presented. In addition, an improved method using azeotropically dried β-ICD is described.

Original language	English
Pages (from-to)	381-389
Number of pages	9
Journal	Tetrahedron
Volume	62
Issue number	2-3
DOIs	https://doi.org/10.1016/j.tet.2005.09.072
Publication status	Published - 2006 Jan 9
Externally published	Yes

Keywords

1,1,1,3,3,3-Hexafluoroisopropyl acrylate
Organic catalysis
β-Isocupreidine

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tet.2005.09.072

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title = "β-Isocupreidine-hexafluoroisopropyl acrylate method for asymmetric Baylis-Hillman reactions",

abstract = "Key features of the β-isocupreidine (β-ICD)-catalyzed asymmetric Baylis-Hillman reaction of aldehydes with 1,1,1,3,3,3-hexafluoroisopropyl acrylate (HFIPA) are presented. In addition, an improved method using azeotropically dried β-ICD is described.",

keywords = "1,1,1,3,3,3-Hexafluoroisopropyl acrylate, Organic catalysis, β-Isocupreidine",

author = "Ayako Nakano and Sakie Kawahara and Saori Akamatsu and Kenji Morokuma and Mari Nakatani and Yoshiharu Iwabuchi and Keisuke Takahashi and Jun Ishihara and Susumi Hatakeyama",

note = "Funding Information: This work was partly supported by a Grant-in-Aid for Scientific Reseach from Ministry of Education, Culture, Sports, Science and Technology, Japan.",

year = "2006",

month = jan,

day = "9",

doi = "10.1016/j.tet.2005.09.072",

language = "English",

volume = "62",

pages = "381--389",

journal = "Tetrahedron",

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publisher = "Elsevier Limited",

number = "2-3",

}

TY - JOUR

T1 - β-Isocupreidine-hexafluoroisopropyl acrylate method for asymmetric Baylis-Hillman reactions

AU - Nakano, Ayako

AU - Kawahara, Sakie

AU - Akamatsu, Saori

AU - Morokuma, Kenji

AU - Nakatani, Mari

AU - Iwabuchi, Yoshiharu

AU - Takahashi, Keisuke

AU - Ishihara, Jun

AU - Hatakeyama, Susumi

N1 - Funding Information: This work was partly supported by a Grant-in-Aid for Scientific Reseach from Ministry of Education, Culture, Sports, Science and Technology, Japan.

PY - 2006/1/9

Y1 - 2006/1/9

N2 - Key features of the β-isocupreidine (β-ICD)-catalyzed asymmetric Baylis-Hillman reaction of aldehydes with 1,1,1,3,3,3-hexafluoroisopropyl acrylate (HFIPA) are presented. In addition, an improved method using azeotropically dried β-ICD is described.

AB - Key features of the β-isocupreidine (β-ICD)-catalyzed asymmetric Baylis-Hillman reaction of aldehydes with 1,1,1,3,3,3-hexafluoroisopropyl acrylate (HFIPA) are presented. In addition, an improved method using azeotropically dried β-ICD is described.

KW - 1,1,1,3,3,3-Hexafluoroisopropyl acrylate

KW - Organic catalysis

KW - β-Isocupreidine

UR - http://www.scopus.com/inward/record.url?scp=28944433821&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=28944433821&partnerID=8YFLogxK

U2 - 10.1016/j.tet.2005.09.072

DO - 10.1016/j.tet.2005.09.072

M3 - Article

AN - SCOPUS:28944433821

SN - 0040-4020

VL - 62

SP - 381

EP - 389

JO - Tetrahedron

JF - Tetrahedron

IS - 2-3

ER -

β-Isocupreidine-hexafluoroisopropyl acrylate method for asymmetric Baylis-Hillman reactions

Abstract

Keywords

ASJC Scopus subject areas

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