cis-3a-Aryl-2,3,3a,4,5,7a-hexahydro-lH-indoles 5 and 10 are formed in excellenTyield from acid promoted cyclization of (Z)-Tinylsizne imines 2 and 9. The failure of the corresponding (E)-vinylsilane isomer 4 to cyclize under similar conditions demonstrates that the B-silylcation l'ntermediates form
β¦ LIBER β¦
Synthesis of allopumiliotoxin A alkaloids via iminium ion-vinylsilane cyclizations
β Scribed by Renee M. Lett; Larry E. Overman; Jeffery Zablocki
- Publisher
- Elsevier Science
- Year
- 1988
- Tongue
- French
- Weight
- 261 KB
- Volume
- 29
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
β¦ Synopsis
The title reaction can be employed to assemble the allopurniliotoxin A alkaloid skeleton with either stereochemistry of the C-7 allylic hydroxyl group.
π SIMILAR VOLUMES
The importance of vinylsilane stereochem
β
Larry E. Overman; Robert M. Burk
π
Article
π
1984
π
Elsevier Science
π
French
β 210 KB
Enantioselective total synthesis of the
β
Larry E. Overman; Matthew J. Sharp
π
Article
π
1988
π
Elsevier Science
π
French
β 248 KB
ChemInform Abstract: Enantioselective To
β
C. CADERAS; R. LETT; L. E. OVERMAN; M. H. RABINOWITZ; L. A. ROBINSON; M. J. SHAR
π
Article
π
2010
π
John Wiley and Sons
β 37 KB
π 1 views
Stereoselective synthesis of 26-disubsti
β
Teng-Kuei Yang; Tsung-Fan Teng; Jyh-Hwa Lin; Yen-Yuan Lay
π
Article
π
1994
π
Elsevier Science
π
French
β 155 KB
The stereoselective cyclixation of an a-cyanoamine containing a vinyl group induced by Tic4 in a methylene chloride solution, produces cis 2,6-dialkylpiperidine; whereas a similar reaction of an acyanoamine containing a silyl substituted vinyl group gave the corresponding tram isomer only. The pipe
ChemInform Abstract: Stereoselective Syn
β
C. SEMEYN; R. H. BLAAUW; H. HIEMSTRA; W. N. SPECKAMP
π
Article
π
2010
π
John Wiley and Sons
β 31 KB
π 1 views
Sequential Catalytic Asymmetric HeckβImi
β
Amy B. Dounay; Larry E. Overman; Aaron D. Wrobleski
π
Article
π
2005
π
John Wiley and Sons
β 19 KB
π 2 views