Access to multi-functionalized oxazolines via silver-catalyzed heteroannulation of enamides with sulfoxonium ylides

Rui Hua Liu; Qi Chao Shan; Ya Gao; Teck Peng Loh; Xu Hong Hu

doi:10.1016/j.cclet.2020.10.007

Access to multi-functionalized oxazolines via silver-catalyzed heteroannulation of enamides with sulfoxonium ylides

Rui Hua Liu, Qi Chao Shan, Ya Gao, Teck Peng Loh^*, Xu Hong Hu

^*Corresponding author for this work

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

13 Citations (Scopus)

Abstract

Disclosed herein is an efficient Ag-catalyzed [4 + 1] heteroannulation reaction of enamides with α-carbonyl sulfoxonium ylides. The diastereoselective transformation provides a practical access to a diverse range of multi-functionalized oxazoline derivatives. The synthetic utility of the resultant tetra-substituted oxazolines is further demonstrated by a series of useful manipulations into valuable building blocks of pharmaceutical relevance.

Original language	English
Pages (from-to)	1411-1414
Number of pages	4
Journal	Chinese Chemical Letters
Volume	32
Issue number	4
DOIs	https://doi.org/10.1016/j.cclet.2020.10.007
Publication status	Published - Apr 2021
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2021

ASJC Scopus Subject Areas

General Chemistry

Keywords

Enamides
Heteroannulation
Oxazolines
Silver catalysis
Sulfoxonium ylides

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10.1016/j.cclet.2020.10.007

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title = "Access to multi-functionalized oxazolines via silver-catalyzed heteroannulation of enamides with sulfoxonium ylides",

abstract = "Disclosed herein is an efficient Ag-catalyzed [4 + 1] heteroannulation reaction of enamides with α-carbonyl sulfoxonium ylides. The diastereoselective transformation provides a practical access to a diverse range of multi-functionalized oxazoline derivatives. The synthetic utility of the resultant tetra-substituted oxazolines is further demonstrated by a series of useful manipulations into valuable building blocks of pharmaceutical relevance.",

keywords = "Enamides, Heteroannulation, Oxazolines, Silver catalysis, Sulfoxonium ylides",

author = "Liu, {Rui Hua} and Shan, {Qi Chao} and Ya Gao and Loh, {Teck Peng} and Hu, {Xu Hong}",

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doi = "10.1016/j.cclet.2020.10.007",

language = "English",

volume = "32",

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T1 - Access to multi-functionalized oxazolines via silver-catalyzed heteroannulation of enamides with sulfoxonium ylides

AU - Liu, Rui Hua

AU - Shan, Qi Chao

AU - Gao, Ya

AU - Loh, Teck Peng

AU - Hu, Xu Hong

PY - 2021/4

Y1 - 2021/4

N2 - Disclosed herein is an efficient Ag-catalyzed [4 + 1] heteroannulation reaction of enamides with α-carbonyl sulfoxonium ylides. The diastereoselective transformation provides a practical access to a diverse range of multi-functionalized oxazoline derivatives. The synthetic utility of the resultant tetra-substituted oxazolines is further demonstrated by a series of useful manipulations into valuable building blocks of pharmaceutical relevance.

AB - Disclosed herein is an efficient Ag-catalyzed [4 + 1] heteroannulation reaction of enamides with α-carbonyl sulfoxonium ylides. The diastereoselective transformation provides a practical access to a diverse range of multi-functionalized oxazoline derivatives. The synthetic utility of the resultant tetra-substituted oxazolines is further demonstrated by a series of useful manipulations into valuable building blocks of pharmaceutical relevance.

KW - Enamides

KW - Heteroannulation

KW - Oxazolines

KW - Silver catalysis

KW - Sulfoxonium ylides

UR - http://www.scopus.com/inward/record.url?scp=85093935474&partnerID=8YFLogxK

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U2 - 10.1016/j.cclet.2020.10.007

DO - 10.1016/j.cclet.2020.10.007

M3 - Article

AN - SCOPUS:85093935474

SN - 1001-8417

VL - 32

SP - 1411

EP - 1414

JO - Chinese Chemical Letters

JF - Chinese Chemical Letters

IS - 4

ER -

Access to multi-functionalized oxazolines via silver-catalyzed heteroannulation of enamides with sulfoxonium ylides

Abstract

Bibliographical note

ASJC Scopus Subject Areas

Keywords

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