Rapid access to bicyclic δ-lactones via carbene-catalyzed activation and cascade reaction of unsaturated carboxylic esters

Rapid access to bicyclic δ-lactones via carbene-catalyzed activation and cascade reaction of unsaturated carboxylic esters

Carboxylic esters are an excellent choice of substrates in organic synthesis. Here we demonstrate that carbene-catalyzed activation of α,β-unsaturated ester can be developed to synthesize sophisticated multi-cyclic molecules in a single step cascade process. The iridoid-type lactone products are obt...

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Main Authors: Fu, Zhenqian, Wu, Xingxing, Chi, Robin Yonggui
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2018
Subjects:
Iridoid
Bicyclic Ring
Online Access:https://hdl.handle.net/10356/87048
http://hdl.handle.net/10220/45223
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-870482023-02-28T19:27:47Z Rapid access to bicyclic δ-lactones via carbene-catalyzed activation and cascade reaction of unsaturated carboxylic esters Fu, Zhenqian Wu, Xingxing Chi, Robin Yonggui School of Physical and Mathematical Sciences Iridoid Bicyclic Ring Carboxylic esters are an excellent choice of substrates in organic synthesis. Here we demonstrate that carbene-catalyzed activation of α,β-unsaturated ester can be developed to synthesize sophisticated multi-cyclic molecules in a single step cascade process. The iridoid-type lactone products are obtained with high stereo-selectivities, and can readily undergo further transformations. NRF (Natl Research Foundation, S’pore) MOE (Min. of Education, S’pore) Accepted version 2018-07-25T04:47:54Z 2019-12-06T16:33:59Z 2018-07-25T04:47:54Z 2019-12-06T16:33:59Z 2016 Journal Article Fu, Z., Wu, X., & Chi, R. Y. (2016). Rapid access to bicyclic δ-lactones via carbene-catalyzed activation and cascade reaction of unsaturated carboxylic esters. Organic Chemistry Frontiers, 3(2), 145-149. 2052-4110 https://hdl.handle.net/10356/87048 http://hdl.handle.net/10220/45223 10.1039/C5QO00348B en Organic Chemistry Frontiers © 2016 The Partner Organisations. This is the author created version of a work that has been peer reviewed and accepted for publication by Organic Chemistry Frontiers, The Partner Organisations. It incorporates referee’s comments but changes resulting from the publishing process, such as copyediting, structural formatting, may not be reflected in this document. The published version is available at: [http://dx.doi.org/10.1039/C5QO00348B]. 4 p. application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic Iridoid
Bicyclic Ring
spellingShingle Iridoid
Bicyclic Ring
Fu, Zhenqian
Wu, Xingxing
Chi, Robin Yonggui
Rapid access to bicyclic δ-lactones via carbene-catalyzed activation and cascade reaction of unsaturated carboxylic esters
description Carboxylic esters are an excellent choice of substrates in organic synthesis. Here we demonstrate that carbene-catalyzed activation of α,β-unsaturated ester can be developed to synthesize sophisticated multi-cyclic molecules in a single step cascade process. The iridoid-type lactone products are obtained with high stereo-selectivities, and can readily undergo further transformations.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Fu, Zhenqian
Wu, Xingxing
Chi, Robin Yonggui
format Article
author Fu, Zhenqian
Wu, Xingxing
Chi, Robin Yonggui
author_sort Fu, Zhenqian
title Rapid access to bicyclic δ-lactones via carbene-catalyzed activation and cascade reaction of unsaturated carboxylic esters
title_short Rapid access to bicyclic δ-lactones via carbene-catalyzed activation and cascade reaction of unsaturated carboxylic esters
title_full Rapid access to bicyclic δ-lactones via carbene-catalyzed activation and cascade reaction of unsaturated carboxylic esters
title_fullStr Rapid access to bicyclic δ-lactones via carbene-catalyzed activation and cascade reaction of unsaturated carboxylic esters
title_full_unstemmed Rapid access to bicyclic δ-lactones via carbene-catalyzed activation and cascade reaction of unsaturated carboxylic esters
title_sort rapid access to bicyclic δ-lactones via carbene-catalyzed activation and cascade reaction of unsaturated carboxylic esters
publishDate 2018
url https://hdl.handle.net/10356/87048
http://hdl.handle.net/10220/45223
_version_ 1759855460455809024

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