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Synthesis of oxacyclic scaffolds via dual ruthenium hydride/Brønsted acid-catalyzed isomerization/cyclization of allylic ethers

หน่วยงาน Nanyang Technological University, Singapore

รายละเอียด

ชื่อเรื่อง : Synthesis of oxacyclic scaffolds via dual ruthenium hydride/Brønsted acid-catalyzed isomerization/cyclization of allylic ethers
นักวิจัย : Ascic, Erhad , Ohm, Ragnhild G. , Petersen, Rico , Hansen, Mette R. , Hansen, Casper L. , Madsen, Daniel , Tanner, David , Nielsen, Thomas E.
คำค้น : DRNTU::Engineering::Environmental engineering
หน่วยงาน : Nanyang Technological University, Singapore
ผู้ร่วมงาน : -
ปีพิมพ์ : 2557
อ้างอิง : Ascic, E., Ohm, R. G., Petersen, R., Hansen, M. R., Hansen, C. L., Madsen, D., et al. (2014). Synthesis of Oxacyclic Scaffolds via Dual Ruthenium Hydride/Brønsted Acid-Catalyzed Isomerization/Cyclization of Allylic Ethers. Chemistry - A European Journal, 20(12), 3297-3300. , 0947-6539 , http://hdl.handle.net/10220/19161 , http://dx.doi.org/10.1002/chem.201304270
ที่มา : -
ความเชี่ยวชาญ : -
ความสัมพันธ์ : Chemistry - a European journal
ขอบเขตของเนื้อหา : -
บทคัดย่อ/คำอธิบาย :

A ruthenium hydride/Brønsted acid-catalyzed tandem sequence is reported for the synthesis of 1,3,4,9-tetrahydropyrano[3,4-b]indoles (THPIs) and related oxacyclic scaffolds. The process was designed on the premise that readily available allylic ethers would undergo sequential isomerization, first to enol ethers (Ru catalysis), then to oxocarbenium ions (Brønsted acid catalysis) amenable to endo cyclization with tethered nucleophiles. This methodology provides not only an attractive alternative to the traditional oxa-Pictet–Spengler reaction for the synthesis of THPIs, but also convenient access to THPI congeners and other important oxacycles such as acetals.

บรรณานุกรม :
Ascic, Erhad , Ohm, Ragnhild G. , Petersen, Rico , Hansen, Mette R. , Hansen, Casper L. , Madsen, Daniel , Tanner, David , Nielsen, Thomas E. . (2557). Synthesis of oxacyclic scaffolds via dual ruthenium hydride/Brønsted acid-catalyzed isomerization/cyclization of allylic ethers.
    กรุงเทพมหานคร : Nanyang Technological University, Singapore.
Ascic, Erhad , Ohm, Ragnhild G. , Petersen, Rico , Hansen, Mette R. , Hansen, Casper L. , Madsen, Daniel , Tanner, David , Nielsen, Thomas E. . 2557. "Synthesis of oxacyclic scaffolds via dual ruthenium hydride/Brønsted acid-catalyzed isomerization/cyclization of allylic ethers".
    กรุงเทพมหานคร : Nanyang Technological University, Singapore.
Ascic, Erhad , Ohm, Ragnhild G. , Petersen, Rico , Hansen, Mette R. , Hansen, Casper L. , Madsen, Daniel , Tanner, David , Nielsen, Thomas E. . "Synthesis of oxacyclic scaffolds via dual ruthenium hydride/Brønsted acid-catalyzed isomerization/cyclization of allylic ethers."
    กรุงเทพมหานคร : Nanyang Technological University, Singapore, 2557. Print.
Ascic, Erhad , Ohm, Ragnhild G. , Petersen, Rico , Hansen, Mette R. , Hansen, Casper L. , Madsen, Daniel , Tanner, David , Nielsen, Thomas E. . Synthesis of oxacyclic scaffolds via dual ruthenium hydride/Brønsted acid-catalyzed isomerization/cyclization of allylic ethers. กรุงเทพมหานคร : Nanyang Technological University, Singapore; 2557.