Synlett 2016; 27(13): 2024-2028
DOI: 10.1055/s-0035-1561654
letter
© Georg Thieme Verlag Stuttgart · New York

Facile Synthesis of Stereodefined α-Iodovinyl Sulfoxides, Versatile Platform to Trisubstituted Olefins

Sunna Jung
Department of Chemistry, Tokyo Institute of Technology, 2-12-1 O-okayama, Meguro, Tokyo 152-8551, Japan   eMail: kohmori@chem.titech.ac.jp
,
Yasuyuki Ueda
Department of Chemistry, Tokyo Institute of Technology, 2-12-1 O-okayama, Meguro, Tokyo 152-8551, Japan   eMail: kohmori@chem.titech.ac.jp
,
Keisuke Suzuki
Department of Chemistry, Tokyo Institute of Technology, 2-12-1 O-okayama, Meguro, Tokyo 152-8551, Japan   eMail: kohmori@chem.titech.ac.jp
,
Ken Ohmori*
Department of Chemistry, Tokyo Institute of Technology, 2-12-1 O-okayama, Meguro, Tokyo 152-8551, Japan   eMail: kohmori@chem.titech.ac.jp
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Publikationsverlauf

Received: 06. April 2016

Accepted after revision: 09. Mai 2016

Publikationsdatum:
01. Juni 2016 (online)


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Abstract

Stereodefined α-iodovinyl sulfoxides bearing a sulfinyl group and an iodo group were prepared by a one-pot iodination/Horner–Wadsworth–Emmons reaction protocol. This reaction can be applied to a wide range of aldehydes, and further application was demonstrated.

Supporting Information