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Literature DB >> 21361303

Acid-catalyzed regioselective sulfetherification of alkenols and stereoselective rearrangement of tetrahydrofuran to tetrahydropyran.

Haining Wang¹, Deshun Huang, Donghao Cheng, Lijun Li, Yian Shi.

Abstract

An efficient acid-catalyzed sulfetherification of various unsaturated alcohols with sulfenamides to form tetrahydrofurans and tetrahydropyrans regioselectively is described. Mechanistic studies have shown that the tetrahydrofurans can stereoselectively rearrange to the corresponding tetrahydropyrans.

Entities: Chemical

Year: 2011 PMID： 21361303 DOI： 10.1021/ol200127n

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

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Cited

2 in total

1. Catalytic asymmetric thiofunctionalization of unactivated alkenes.

Authors: Scott E Denmark; David J P Kornfilt; Thomas Vogler
Journal: J Am Chem Soc Date: 2011-09-14 Impact factor: 15.419

Review 2. Alkoxysulfenylation of alkenes: development and recent advances.

Authors: Yan Cao; Somayeh Soleimani-Amiri; Roya Ahmadi; Alibek Issakhov; Abdol Ghaffar Ebadi; Esmail Vessally
Journal: RSC Adv Date: 2021-10-01 Impact factor: 4.036

2 in total