Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2004 Apr 30;9(5):323-9.
doi: 10.3390/90500323.

1-Hydroxymethyl-4-phenylsulfonybutadiene, a versatile building block for the synthesis of 2,3,4-trisusbtituted tetrahydrothiophenes

Affiliations

1-Hydroxymethyl-4-phenylsulfonybutadiene, a versatile building block for the synthesis of 2,3,4-trisusbtituted tetrahydrothiophenes

David Díez et al. Molecules. .

Abstract

A method to synthesize chiral 2,3,4-trisusbtituted tetrahydrothiophenes in both enantiomerically pure forms starting from 1-hydroxymethyl-4-phenylsulfonylbutadiene is described.

PubMed Disclaimer

Figures

Scheme 1
Scheme 1
Scheme 2
Scheme 2
Scheme 3
Scheme 3

References

    1. Shi H., Liu H., Bloch R., Mandville G. A novel efficient and stereoselective synthesis of cis- or trans-2,5-disubstituted tetrahydrofurans. Tetrahedron. 2001;57:9335–9341.
    1. Robina I., Moreno-Vargas A.M., Fernandez-Bolaños J. G., Fuentes J., Demange R., Vogel P. Bioorg. Med. Chem. Lett. 2001;11:2489–2493. and references cited therein. - PubMed
    1. Fernández-Bolaños J. G., Al-Masoudi A. L., Maya I. Sugar derivatives having sulfur in the ring. Adv. Carbohydr. Chem. Biochem. 2001;57:21–98. - PubMed
    1. Díez D., Benéitez M. T., Marcos I. S., Garrido N. M., Basabe P., Urones J. G. Enantioselective Synthesis of a 2,3,4-Trisubstituted Pyrrolidine from 1-Hydroxymethyl-4-phenylsulfonylbutadiene. Synlett. 2001:655–657.
    1. Katsuki T., Martin V. S. Asymmetric Epoxidation of Allylic Alcohols: The Katsuki-Sharpless Epoxidation Reaction. Org. React. 1996;48:1–300.

Publication types

LinkOut - more resources