Cascade Cyclizations of α,β-Unsaturated Thioesters: Additional Examples

Nicholas A. Ahlemeyer; Matthew R. Straub; David M. Leace; Benjamin A. Matz; Vladimir B. Birman

doi:10.1021/acs.joc.0c02091

Cascade Cyclizations of α,β-Unsaturated Thioesters: Additional Examples

Nicholas A. Ahlemeyer
, Matthew R. Straub
, David M. Leace
, Benjamin A. Matz
, Vladimir B. Birman

Department of Chemistry

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

9 Scopus citations

Abstract

Several additional examples of cascade cyclizations of α,β-unsaturated thioesters proceeding are reported, which proceed via two distinct mechanistic pathways: enantioselective acyl transfer promoted by amidine-based catalysts (ABCs) and a racemic chain mechanism mediated by a thiolate nucleophile.

Original language	English
Pages (from-to)	1191-1197
Number of pages	7
Journal	Journal of Organic Chemistry
Volume	86
Issue number	1
DOIs	https://doi.org/10.1021/acs.joc.0c02091
State	Published - Jan 1 2021

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title = "Cascade Cyclizations of α,β-Unsaturated Thioesters: Additional Examples",

abstract = "Several additional examples of cascade cyclizations of α,β-unsaturated thioesters proceeding are reported, which proceed via two distinct mechanistic pathways: enantioselective acyl transfer promoted by amidine-based catalysts (ABCs) and a racemic chain mechanism mediated by a thiolate nucleophile.",

author = "Ahlemeyer, \{Nicholas A.\} and Straub, \{Matthew R.\} and Leace, \{David M.\} and Matz, \{Benjamin A.\} and Birman, \{Vladimir B.\}",

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AU - Ahlemeyer, Nicholas A.

AU - Straub, Matthew R.

AU - Leace, David M.

AU - Matz, Benjamin A.

AU - Birman, Vladimir B.

PY - 2021/1/1

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N2 - Several additional examples of cascade cyclizations of α,β-unsaturated thioesters proceeding are reported, which proceed via two distinct mechanistic pathways: enantioselective acyl transfer promoted by amidine-based catalysts (ABCs) and a racemic chain mechanism mediated by a thiolate nucleophile.

AB - Several additional examples of cascade cyclizations of α,β-unsaturated thioesters proceeding are reported, which proceed via two distinct mechanistic pathways: enantioselective acyl transfer promoted by amidine-based catalysts (ABCs) and a racemic chain mechanism mediated by a thiolate nucleophile.

UR - https://www.scopus.com/pages/publications/85098784047

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M3 - Article

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JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 1

ER -

Cascade Cyclizations of α,β-Unsaturated Thioesters: Additional Examples

Abstract

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