A Regio- and Diastereoselective Stille Coupling/Intramolecular Diels-Alder Cascade for the Generation of Fused Pyridines and Application in the Synthesis of (+)-Lycopladine A and (-)-Lycoposerramine R

  • Sim, Kyu-Hyun; 
  • ul Ansari, Thameem; 
  • Park, Yong-Gyu; 
  • Jeong, Yeolib; 
  • Oh, Sang-Ha; 
  • ... Cho, Cheon-Gyu; 
  • 외 3명
Citations

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8
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SCOPUS

11

초록

2-Pyrones with a chiral branched allylic silyl ether substituent underwent intramolecular Diels-Alder reactions with remarkably high pi-facial- and endo-selectivities. The resulting diastereomerically and enantiomerically pure cycloadducts were transformed into the natural products (+)-lycopladine A and (-)-lycoposerramine R.

키워드

Cascade Reactions; Cycloaddition; Diels-Alder Reaction; Stille Cross-Coupling; Total Synthesis; HIGHLY SUBSTITUTED PYRIDINES; 2+2+2 CYCLOADDITION; ALLYLIC ETHERIFICATION; 3,5-DIBROMO-2-PYRONE; CONSTRUCTION; CYCLIZATIONS; 1-AZADIENES; ALCOHOLS; OXIMES; MILD
제목
A Regio- and Diastereoselective Stille Coupling/Intramolecular Diels-Alder Cascade for the Generation of Fused Pyridines and Application in the Synthesis of (+)-Lycopladine A and (-)-Lycoposerramine R
저자
Sim, Kyu-Hyun; ul Ansari, Thameem; Park, Yong-Gyu; Jeong, Yeolib; Oh, Sang-Ha; Min, Hye-Won; Jeon, Da-Yoon; Kim, Hyunwoo; Cho, Cheon-Gyu
DOI
10.1002/anie.202212016
발행일
2022-09
유형
Article; Early Access
저널명
Angewandte Chemie International Edition
권
61
호
42
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