Enantiodivergent synthesis of the quinolizidine poison frog alkaloid 195C

Xu Wang; Jie Li; Ralph A. Saporito; Naoki Toyooka

doi:10.1016/j.tet.2013.10.009

Enantiodivergent synthesis of the quinolizidine poison frog alkaloid 195C

Xu Wang, Jie Li, Ralph A. Saporito, Naoki Toyooka^*

^*Corresponding author for this work

Life Sciences and Bioengineering

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

16 Scopus citations

Abstract

Herein, we describe the enantiodivergent synthesis of the 1,4-cis-disubstituted quinolizidine alkaloid 195C. Although the stereoselectivity of the final hydrogenation reaction was low, we have proposed the first chiral total synthesis of both (-)- and (+)-195C as an enantiodivergent process.

Original language	English
Pages (from-to)	10311-10315
Number of pages	5
Journal	Tetrahedron
Volume	69
Issue number	48
DOIs	https://doi.org/10.1016/j.tet.2013.10.009
State	Published - 2013/12/02

Keywords

195C
Brazilian myrmicine ant
Enantiodivergent synthesis
Poison-frog alkaloid
Quinolizidine

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/j.tet.2013.10.009

Cite this

@article{270b66860f244f7a8218faeb9570dd30,

title = "Enantiodivergent synthesis of the quinolizidine poison frog alkaloid 195C",

abstract = "Herein, we describe the enantiodivergent synthesis of the 1,4-cis-disubstituted quinolizidine alkaloid 195C. Although the stereoselectivity of the final hydrogenation reaction was low, we have proposed the first chiral total synthesis of both (-)- and (+)-195C as an enantiodivergent process.",

keywords = "195C, Brazilian myrmicine ant, Enantiodivergent synthesis, Poison-frog alkaloid, Quinolizidine",

author = "Xu Wang and Jie Li and Saporito, {Ralph A.} and Naoki Toyooka",

year = "2013",

month = dec,

day = "2",

doi = "10.1016/j.tet.2013.10.009",

language = "英語",

volume = "69",

pages = "10311--10315",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Ltd.",

number = "48",

}

TY - JOUR

T1 - Enantiodivergent synthesis of the quinolizidine poison frog alkaloid 195C

AU - Wang, Xu

AU - Li, Jie

AU - Saporito, Ralph A.

AU - Toyooka, Naoki

PY - 2013/12/2

Y1 - 2013/12/2

N2 - Herein, we describe the enantiodivergent synthesis of the 1,4-cis-disubstituted quinolizidine alkaloid 195C. Although the stereoselectivity of the final hydrogenation reaction was low, we have proposed the first chiral total synthesis of both (-)- and (+)-195C as an enantiodivergent process.

AB - Herein, we describe the enantiodivergent synthesis of the 1,4-cis-disubstituted quinolizidine alkaloid 195C. Although the stereoselectivity of the final hydrogenation reaction was low, we have proposed the first chiral total synthesis of both (-)- and (+)-195C as an enantiodivergent process.

KW - 195C

KW - Brazilian myrmicine ant

KW - Enantiodivergent synthesis

KW - Poison-frog alkaloid

KW - Quinolizidine

UR - http://www.scopus.com/inward/record.url?scp=84887096780&partnerID=8YFLogxK

U2 - 10.1016/j.tet.2013.10.009

DO - 10.1016/j.tet.2013.10.009

M3 - 学術論文

AN - SCOPUS:84887096780

SN - 0040-4020

VL - 69

SP - 10311

EP - 10315

JO - Tetrahedron

JF - Tetrahedron

IS - 48

ER -

Enantiodivergent synthesis of the quinolizidine poison frog alkaloid 195C

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Fingerprint

Cite this