Sulfur-containing derivatives from (1R)-(−)-myrtenal designed as chiral ligands

详细信息    查看全文

• 作者：Mariola Zielińska-Błajet ; ^{mariola.zielinska-blajet@pwr.edu.pl" class="auth_mail" title="E-mail the corresponding author} ; Paweł Rewucki ; Szymon Walenczak
• 关键词：(1R)-(&minus ; )-Myrtenal ; Sulfa-Michael addition ; Asymmetric catalysis ; Chiral ligand ; Allylic substitution
• 刊名：Tetrahedron
• 出版年：2016
• 出版时间：7 July 2016
• 年：2016
• 卷：72
• 期：27-28
• 页码：3851-3857
• 全文大小：475 K

文摘

New chiral sulfur-containing derivatives were prepared in the diastereoselective nucleophilic additions of thiophenols to the commercially available (1R)-(−)-myrtenal. The newly synthesized 3-phenylsulfanyl derivatives containing an aldehyde functionality were successfully transformed into enantiopure compounds with S, Se and N-donor atoms and applied as chiral ligands in palladium-catalyzed asymmetric allylic alkylations (Tsuji–Trost reaction) providing products with enantioselectivities of up to 75% ee.