Heterocycles via intramolecular platinum-catalyzed propargylic substitution

Qiren Liang; Jef K. De Brabander

doi:10.1016/j.tet.2011.03.115

Heterocycles via intramolecular platinum-catalyzed propargylic substitution

Qiren Liang, Jef K. De Brabander

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

13 Scopus citations

Abstract

We report a Pt(II)-catalyzed cyclization of nucleophile-tethered propargylic acetates yielding substituted heterocycles containing multiple heteroatoms including morpholines, dioxanes, and sulfamates with high cis-selectivity.

Original language	English (US)
Pages (from-to)	5046-5053
Number of pages	8
Journal	Tetrahedron
Volume	67
Issue number	27-28
DOIs	https://doi.org/10.1016/j.tet.2011.03.115
State	Published - Jul 8 2011

Keywords

Dioxanes
Morpholines
Platinum catalysis
Propargylic substitution
Sulfamates
Tetrahydropyrans

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tet.2011.03.115

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title = "Heterocycles via intramolecular platinum-catalyzed propargylic substitution",

abstract = "We report a Pt(II)-catalyzed cyclization of nucleophile-tethered propargylic acetates yielding substituted heterocycles containing multiple heteroatoms including morpholines, dioxanes, and sulfamates with high cis-selectivity.",

keywords = "Dioxanes, Morpholines, Platinum catalysis, Propargylic substitution, Sulfamates, Tetrahydropyrans",

author = "Qiren Liang and {De Brabander}, {Jef K.}",

note = "Funding Information: We thank Justin Du Bois (Stanford University) for suggesting our propargylic substitutions as an entry toward cyclic sulfamates and Mina Razzak (UTSW) for help with preparing this manuscript. Financial support was provided by the Robert A. Welch Foundation ( Grant I-1422 ), Reata Pharmaceuticals , and the NIH (Grant CA90349 ). ",

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doi = "10.1016/j.tet.2011.03.115",

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T1 - Heterocycles via intramolecular platinum-catalyzed propargylic substitution

AU - Liang, Qiren

AU - De Brabander, Jef K.

N1 - Funding Information: We thank Justin Du Bois (Stanford University) for suggesting our propargylic substitutions as an entry toward cyclic sulfamates and Mina Razzak (UTSW) for help with preparing this manuscript. Financial support was provided by the Robert A. Welch Foundation ( Grant I-1422 ), Reata Pharmaceuticals , and the NIH (Grant CA90349 ).

PY - 2011/7/8

Y1 - 2011/7/8

N2 - We report a Pt(II)-catalyzed cyclization of nucleophile-tethered propargylic acetates yielding substituted heterocycles containing multiple heteroatoms including morpholines, dioxanes, and sulfamates with high cis-selectivity.

AB - We report a Pt(II)-catalyzed cyclization of nucleophile-tethered propargylic acetates yielding substituted heterocycles containing multiple heteroatoms including morpholines, dioxanes, and sulfamates with high cis-selectivity.

KW - Dioxanes

KW - Morpholines

KW - Platinum catalysis

KW - Propargylic substitution

KW - Sulfamates

KW - Tetrahydropyrans

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U2 - 10.1016/j.tet.2011.03.115

DO - 10.1016/j.tet.2011.03.115

M3 - Article

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AN - SCOPUS:79958695955

SN - 0040-4020

VL - 67

SP - 5046

EP - 5053

JO - Tetrahedron

JF - Tetrahedron

IS - 27-28

ER -

Heterocycles via intramolecular platinum-catalyzed propargylic substitution

Abstract

Keywords

ASJC Scopus subject areas

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