Palladium-Catalyzed Stereoselective Formation of Substituted Allylic Thioethers and Sulfones

被引:79
作者
Gomez, Jose Enrique [1 ]
Guo, Wusheng [1 ]
Kleij, W. [1 ,2 ]
机构
[1] Barcelona Inst Sci & Technol, Inst Chem Res Catalonia ICIQ, Ave Paisos Catalans 16, Tarragona 43007, Spain
[2] Catalan Inst Res & Adv Studies ICREA, Pg Lluis Co 23, Barcelona 08010, Spain
关键词
BAYLIS-HILLMAN ACETATES; ASYMMETRIC-SYNTHESIS; HIGHLY EFFICIENT; BOND FORMATION; CARBON-MONOXIDE; C-S; SULFIDES; ALLENES; HYDROTHIOLATION; THIOLS;
D O I
10.1021/acs.orglett.6b02981
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A general method is reported for the stereo selective preparation of highly functionalized allylic thioethers. This protocol is based on a Pd-catalyzed thiolation of modular vinyl cyclic carbonate substrates and features high (Z) selectivity, good yields, minimal waste, ample product scope, and operational simplicity. A one-pot strategy was used for the stereoselective formation of pharma-relevant allylic sulfones derived from their in situ prepared thioether precursors.
引用
收藏
页码:6042 / 6045
页数:4
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