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Convenient and Efficient Diastereoselective Preparation of Functionalized Z ‐Alkenyl Sulfides
Author(s) -
Doroszuk Justyna,
Musiejuk Mateusz,
Ponikiewski Łukasz,
Witt Dariusz
Publication year - 2018
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201801181
Subject(s) - chemistry , stereoselectivity , lithium (medication) , organic chemistry , copper , lithium chloride , chloride , reaction conditions , combinatorial chemistry , medicinal chemistry , catalysis , medicine , endocrinology
We have developed an efficient and convenient regio‐ and stereoselective reduction of the alkynyl sulfides with pinacolborane in the presence of copper(I) chloride to produce ( Z )‐alkenyl sulfides in good and very good yields. The functionalized alkynyl sulfides are readily available based on the reaction of lithium acetylides with thiotosylates under mild conditions.