Total synthesis of barbatane sesquiterpenes: α- and β-barbatenes, gymnomitrol, and isogymnomitrol

1979 ◽  
Vol 57 (24) ◽  
pp. 3343-3345 ◽  
Author(s):  
Mitsuaki Kodama ◽  
Toshio Kurihara ◽  
Jinko Sasaki ◽  
Shô Itô
Keyword(s):  
Total Synthesis ◽  
Cycloaddition Reaction ◽  
Skeletal Rearrangements

A total synthesis of the barbatenes and a formal total synthesis of gymnomitrol and isogymnomitrol were achieved through a common intermediate utilizing a cycloaddition reaction and skeletal rearrangements.

Asymmetric, stereocontrolled total synthesis of (+) and (−)-spirotryprostatin B via a diastereoselective azomethine ylide [1,3]-dipolar cycloaddition reaction

Tetrahedron ◽  
2002 ◽  
Vol 58 (32) ◽  
pp. 6311-6322 ◽  
Author(s):  
Paul R Sebahar ◽  
Hiroyuki Osada ◽  
Takeo Usui ◽  
Robert M Williams
Keyword(s):  
Total Synthesis ◽  
Cycloaddition Reaction ◽  
Azomethine Ylide ◽  
Dipolar Cycloaddition

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

ChemInform Abstract: Asymmetric, Stereocontrolled Total Synthesis of (+)- and (-)-Spirotryprostatin B via a Diastereoselective Azomethine Ylide [1,3]-Dipolar Cycloaddition Reaction.

ChemInform ◽  
2010 ◽  
Vol 33 (50) ◽  
pp. no-no
Author(s):  
Paul R. Sebahar ◽  
Hiroyuki Osada ◽  
Takeo Usui ◽  
Robert M. Williams
Keyword(s):  
Total Synthesis ◽  
Cycloaddition Reaction ◽  
Azomethine Ylide ◽  
Dipolar Cycloaddition

Conversion ofd-Glucose to Cyclitol with Hydroxymethyl Substituent via Intramolecular Silyl Nitronate Cycloaddition Reaction:  Application to Total Synthesis of (+)-Cyclophellitol

2003 ◽  
Vol 5 (21) ◽  
pp. 3879-3882 ◽  
Author(s):  
Teruhiko Ishikawa ◽  
Yoshihiro Shimizu ◽  
Takayuki Kudoh ◽  
Seiki Saito
Keyword(s):  
Total Synthesis ◽  
Cycloaddition Reaction ◽  
Silyl Nitronate

Furanoterpene Synthesis via Intramolecular Nitrile Oxide Cycloaddition Reaction: A Total Synthesis of (+)-Menthofuran

Heterocycles ◽  
1993 ◽  
Vol 36 (2) ◽  
pp. 345 ◽  
Author(s):  
Kozo Shishido ◽  
Koji Umimoto ◽  
Takeshi Takata ◽  
Osamu Irie ◽  
Masayuki Shibuya
Keyword(s):  
Total Synthesis ◽  
Cycloaddition Reaction ◽  
Nitrile Oxide

ChemInform Abstract: Collective Total Synthesis of Englerin A (Ia) and B (Ib), Orientalol E (Ic) and F (II), and Oxyphyllol (Id): Application of the Organocatalytic [4 + 3] Cycloaddition Reaction.

ChemInform ◽  
2013 ◽  
Vol 44 (26) ◽  
pp. no-no
Author(s):  
Jie Wang ◽  
Shu-Guang Chen ◽  
Bing-Feng Sun ◽  
Guo-Qiang Lin ◽  
Yong-Jia Shang
Keyword(s):  
Total Synthesis ◽  
Cycloaddition Reaction ◽  
Englerin A

scholarly journals Conversion of D-Glucose to Cyclitol with Hydroxymethyl Substituent via Intramolecular Silyl Nitronate Cycloaddition Reaction: Application to Total Synthesis of (+)-Cyclophellitol.

ChemInform ◽  
2004 ◽  
Vol 35 (8) ◽  
Author(s):  
Teruhiko Ishikawa ◽  
Yoshihiro Shimizu ◽  
Takayuki Kudoh ◽  
Seiki Saito
Keyword(s):  
Total Synthesis ◽  
Cycloaddition Reaction ◽  
Silyl Nitronate
Sign in / Sign up

Export Citation Format

Share Document