ChemInform Abstract: Tandem Allylboration-Prins Reaction for the Rapid Construction of Substituted Tetrahydropyrans: Application to the Total Synthesis of (-)-Clavosolide A.

ChemInform ◽  
2016 ◽  
Vol 47 (24) ◽  
Author(s):  
Alba Millan ◽  
James R. Smith ◽  
Jack L.-Y. Chen ◽  
Varinder K. Aggarwal
Keyword(s):  
Total Synthesis ◽  
Prins Reaction ◽  
Rapid Construction

scholarly journals Tandem Allylboration-Prins Reaction for the Rapid Construction of Substituted Tetrahydropyrans: Application to the Total Synthesis of (−)-Clavosolide A

2016 ◽  
Vol 128 (7) ◽  
pp. 2544-2548 ◽  
Author(s):  
Alba Millán ◽  
James R. Smith ◽  
Jack L.-Y. Chen ◽  
Varinder K. Aggarwal
Keyword(s):  
Total Synthesis ◽  
Prins Reaction ◽  
Rapid Construction

Stereoselective synthesis of O-tosyl azabicyclic derivatives via aza Prins reaction of endocyclic N-acyliminium ions: application to the total synthesis of (±)-epi-indolizidine 167B and 209D

2014 ◽  
Vol 12 (36) ◽  
pp. 7026-7035 ◽  
Author(s):  
Anil K. Saikia ◽  
Kiran Indukuri ◽  
Jagadish Das
Keyword(s):  
Total Synthesis ◽  
Stereoselective Synthesis ◽  
Cyclization Reaction ◽  
Diastereoselective Synthesis ◽  
Prins Reaction ◽  
Prins Cyclization ◽  
Acyliminium Ions

A diastereoselective synthesis of 4-O-tosyl piperidine containing azabicyclic derivatives has been established via Prins cyclization reaction. This protocol has been applied for the total synthesis of (±)-epi-indolizidine 167B and 209D.

Synthetic Studies towards the Total Synthesis of Indole Alkaloids Containing Indolyl Lactam Frameworks

Synlett ◽  
2020 ◽  
Author(s):  
Fu-She Han ◽  
Dong-Xing Tan
Keyword(s):  
Total Synthesis ◽  
Indole Alkaloids ◽  
Cycloaddition Reaction ◽  
Terminal Olefin ◽  
Asymmetric Reaction ◽  
Rapid Construction ◽  
Fused Ring ◽  
Acid Catalyzed ◽  
Synthetic Studies ◽  
Type Substitution

AbstractIn this account, recent progress on the synthetic studies of several monoterpene indole alkaloids, (±)-mersicarpine, misassigned (±)-tronoharine, and (±)-leuconodines D and E, is summarized. Specifically, the rationale for the design and development of the Lewis acid catalyzed SN1-type substitution and formal [3+3] cycloaddition reaction of indol-2-yl carbinols, and the Pd-catalyzed aerobic oxidative intramolecular Heck cross-coupling of indolyl amides tethered with a terminal olefin functionality, are emphasized. These key reactions set the basis for the rapid construction of the fused ring skeleton containing an all-carbon quaternary center at the indol-2-yl position.1 Introduction2 Synthetic Study of (±)-Mersicarpine3 Synthetic Study of the Misassigned (±)-Tronoharine4 Study of the Asymmetric Reaction of Indol-2-yl Carbinols5 Synthetic Study of (±)-Leuconodines D and E6 Conclusion

Total synthesis of (+/−)-diospongin A via Prins reaction

Tetrahedron ◽  
2007 ◽  
Vol 63 (33) ◽  
pp. 7874-7878 ◽  
Author(s):  
Marie-Aude Hiebel ◽  
Béatrice Pelotier ◽  
Olivier Piva
Keyword(s):  
Total Synthesis ◽  
Prins Reaction

Total Synthesis of Leucascandrolide A (I): A New Application of the Mukaiyama Aldol—Prins Reaction.

ChemInform ◽  
2007 ◽  
Vol 38 (48) ◽  
Author(s):  
Lori J. Van Orden ◽  
Brian D. Patterson ◽  
Scott D. Rychnovsky
Keyword(s):  
Total Synthesis ◽  
Prins Reaction ◽  
Leucascandrolide A ◽  
Mukaiyama Aldol

Total Synthesis of (+/-)-Diospongin A via Prins Reaction.

ChemInform ◽  
2007 ◽  
Vol 38 (47) ◽  
Author(s):  
Marie-Aude Hiebel ◽  
Beatrice Pelotier ◽  
Olivier Piva
Keyword(s):  
Total Synthesis ◽  
Prins Reaction
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