Phosphine-catalyzed one-pot isomerization of 3-alkynoates and [2 + 3]-cycloaddition with imines: Formal synthesis of Securinega alkaloid (±)-allosecurinine

Magesh Sampath; Pei Ying Beatrix Lee; Teck Peng Loh

doi:10.1039/c1sc00311a

Phosphine-catalyzed one-pot isomerization of 3-alkynoates and [2 + 3]-cycloaddition with imines: Formal synthesis of Securinega alkaloid (±)-allosecurinine

Magesh Sampath, Pei Ying Beatrix Lee, Teck Peng Loh

Nanyang Technological University

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

79 Scopus citations

Abstract

Trimethylphosphine-induced isomerization and cycloaddition of 3-alkynoates with imines for the synthesis of 2,5-syn di-substituted pyrrolines were described. In addition, the utility of this protocol was demonstrated in the efficient formal synthesis of the Securinega alkaloid 'allosecurinine'.

Original language	English
Pages (from-to)	1988-1991
Number of pages	4
Journal	Chemical Science
Volume	2
Issue number	10
DOIs	https://doi.org/10.1039/c1sc00311a
State	Published - Oct 2011
Externally published	Yes

Access to Document

10.1039/c1sc00311a

Cite this

@article{0c1bb88de7ed4067a20a311c97f3d541,

title = "Phosphine-catalyzed one-pot isomerization of 3-alkynoates and [2 + 3]-cycloaddition with imines: Formal synthesis of Securinega alkaloid (±)-allosecurinine",

abstract = "Trimethylphosphine-induced isomerization and cycloaddition of 3-alkynoates with imines for the synthesis of 2,5-syn di-substituted pyrrolines were described. In addition, the utility of this protocol was demonstrated in the efficient formal synthesis of the Securinega alkaloid 'allosecurinine'.",

author = "Magesh Sampath and Lee, {Pei Ying Beatrix} and Loh, {Teck Peng}",

year = "2011",

month = oct,

doi = "10.1039/c1sc00311a",

language = "英语",

volume = "2",

pages = "1988--1991",

journal = "Chemical Science",

issn = "2041-6520",

publisher = "Royal Society of Chemistry",

number = "10",

}

TY - JOUR

T1 - Phosphine-catalyzed one-pot isomerization of 3-alkynoates and [2 + 3]-cycloaddition with imines

T2 - Formal synthesis of Securinega alkaloid (±)-allosecurinine

AU - Sampath, Magesh

AU - Lee, Pei Ying Beatrix

AU - Loh, Teck Peng

PY - 2011/10

Y1 - 2011/10

N2 - Trimethylphosphine-induced isomerization and cycloaddition of 3-alkynoates with imines for the synthesis of 2,5-syn di-substituted pyrrolines were described. In addition, the utility of this protocol was demonstrated in the efficient formal synthesis of the Securinega alkaloid 'allosecurinine'.

AB - Trimethylphosphine-induced isomerization and cycloaddition of 3-alkynoates with imines for the synthesis of 2,5-syn di-substituted pyrrolines were described. In addition, the utility of this protocol was demonstrated in the efficient formal synthesis of the Securinega alkaloid 'allosecurinine'.

UR - http://www.scopus.com/inward/record.url?scp=81355151524&partnerID=8YFLogxK

U2 - 10.1039/c1sc00311a

DO - 10.1039/c1sc00311a

M3 - 文章

AN - SCOPUS:81355151524

SN - 2041-6520

VL - 2

SP - 1988

EP - 1991

JO - Chemical Science

JF - Chemical Science

IS - 10

ER -

Phosphine-catalyzed one-pot isomerization of 3-alkynoates and [2 + 3]-cycloaddition with imines: Formal synthesis of Securinega alkaloid (±)-allosecurinine

Abstract

Access to Document

Other files and links

Fingerprint

Cite this