Diastereoselective intramolecular hydride transfer under brønsted acid catalysis

Diastereoselective intramolecular hydride transfer under brønsted acid catalysis

A diastereoselective hydride transfer process has been developed under Brønsted acid-catalyzed reaction conditions using methyl ethers or acetals as hydride donors and tertiary alcohols or alkenes as precursors of carbocation. The method enables construction of complex molecules having multiple ster...

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Main Authors: Wang, Bin, Gandamana, Dhika Aditya, Gagosz, Fabien, Chiba, Shunsuke
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2020
Subjects:
Science::Chemistry
Substituents
Alcohols
Online Access:https://hdl.handle.net/10356/144900
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1449002023-02-28T19:47:45Z Diastereoselective intramolecular hydride transfer under brønsted acid catalysis Wang, Bin Gandamana, Dhika Aditya Gagosz, Fabien Chiba, Shunsuke School of Physical and Mathematical Sciences Science::Chemistry Substituents Alcohols A diastereoselective hydride transfer process has been developed under Brønsted acid-catalyzed reaction conditions using methyl ethers or acetals as hydride donors and tertiary alcohols or alkenes as precursors of carbocation. The method enables construction of complex molecules having multiple stereogenic centers from rather simple and readily available starting materials with predictable diastereoselective control. Ministry of Education (MOE) Published version This work was supported by funding from Nanyang Technological University (for S.C.), the Singapore Ministry of Education (Academic Research Fund Tier 1:2015-T1-001-040 for S.C.), and the Natural Sciences and Engineering Research Council (for F.G.). We acknowledge Dr. Yongxin Li (Division of Chemistry and Biological Chemistry, Nanyang Technological University) for assistance in X-ray crystallographic analysis. 2020-12-02T08:32:51Z 2020-12-02T08:32:51Z 2019 Journal Article Wang, B., Gandamana, D. A., Gagosz, F., & Chiba, S. (2019). Diastereoselective Intramolecular Hydride Transfer under Brønsted Acid Catalysis. Organic Letters, 21(7), 2298–2301. doi:10.1021/acs.orglett.9b00590 1523-7060 https://hdl.handle.net/10356/144900 10.1021/acs.orglett.9b00590 7 21 2298 2301 en Organic Letters © 2019 American Chemical Society. This is an open access article published under an ACS Author Choice License, which permits copying and redistribution of the article or any adaptations for non-commercial purposes. application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic Science::Chemistry
Substituents
Alcohols
spellingShingle Science::Chemistry
Substituents
Alcohols
Wang, Bin
Gandamana, Dhika Aditya
Gagosz, Fabien
Chiba, Shunsuke
Diastereoselective intramolecular hydride transfer under brønsted acid catalysis
description A diastereoselective hydride transfer process has been developed under Brønsted acid-catalyzed reaction conditions using methyl ethers or acetals as hydride donors and tertiary alcohols or alkenes as precursors of carbocation. The method enables construction of complex molecules having multiple stereogenic centers from rather simple and readily available starting materials with predictable diastereoselective control.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Wang, Bin
Gandamana, Dhika Aditya
Gagosz, Fabien
Chiba, Shunsuke
format Article
author Wang, Bin
Gandamana, Dhika Aditya
Gagosz, Fabien
Chiba, Shunsuke
author_sort Wang, Bin
title Diastereoselective intramolecular hydride transfer under brønsted acid catalysis
title_short Diastereoselective intramolecular hydride transfer under brønsted acid catalysis
title_full Diastereoselective intramolecular hydride transfer under brønsted acid catalysis
title_fullStr Diastereoselective intramolecular hydride transfer under brønsted acid catalysis
title_full_unstemmed Diastereoselective intramolecular hydride transfer under brønsted acid catalysis
title_sort diastereoselective intramolecular hydride transfer under brønsted acid catalysis
publishDate 2020
url https://hdl.handle.net/10356/144900
_version_ 1759856151796645888

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