1208070-23-8Relevant articles and documents
Stereoselective construction of 2,6- cis -disubstituted tetrahydropyrans via intramolecular amide enolate alkylation: Total synthesis of (-)-centrolobine
Latif, Muhammad,Yun, Jeong In,Seshadri, Kalapati,Kim, Hyoung Rae,Park, Chi Hoon,Park, Haeil,Kim, Hyoungsu,Lee, Jongkook
, p. 3315 - 3320 (2015)
A highly stereoselective construction of 2,6-cis-disubstituted tetrahydropyrans was achieved by using an intramolecular amide enolate alkylation with KHMDS. The efficiency and practicality of this methodology was successfully demonstrated in the total syn
Rhodium-Catalyzed Cyclization of Terminal and Internal Allenols: An Atom Economic and Highly Stereoselective Access Towards Tetrahydropyrans
Breit, Bernhard,Schmidt, Johannes P.
, p. 23485 - 23490 (2020/10/29)
A comprehensive study of a diastereoselective Rh-catalyzed cyclization of terminal and internal allenols is reported. The methodology allows the atom economic and highly syn-selective access to synthetically important 2,4-disubstituted and 2,4,6-trisubstituted tetrahydropyrans (THP). Furthermore, its utility and versatility are demonstrated by a great functional-group compatibility and the enantioselective total synthesis of (?)-centrolobine.
Stereoselective synthesis of tetrahydropyranyl diarylheptanoids (-)-centrolobine and (+)-centrolobine
Reddy, Chada Raji,Madhavi, Pasupulety Phani,Chandrasekhar, Srivari
experimental part, p. 123 - 126 (2011/02/26)
A versatile chiron approach to the tetrahydropyranyl diarylheptanoid natural products (-)-centrolobine and (+)-centrolobine has been described. The use of an aldol reaction followed by reductive etherification for the formation of tetrahydropyran ring is of importance. Georg Thieme Verlag Stuttgart · New York.
