Anodic Cyclization Reactions:  The Total Synthesis of Alliacol A

2003 ◽  
Vol 125 (1) ◽  
pp. 36-37 ◽  
Author(s):  
John Mihelcic ◽  
Kevin D. Moeller
ChemInform ◽  
2003 ◽  
Vol 34 (22) ◽  
Author(s):  
John Mihelcic ◽  
Kevin D. Moeller

2002 ◽  
Vol 74 (1) ◽  
pp. 159-166 ◽  
Author(s):  
Iwao Ojima

Recent development in the transition metal-catalyzed cyclization reactions for organic syntheses in the author's laboratories is summarized, which includes (i) novel silylcarbocyclizations (SiCaCs) and carbonylative carbotricyclizations, (ii) intramolecular silylformylations and desymmerization of siloxydiynes by sequential double silylformylation, (iii) efficient total synthesis of (+)-prosopinine, (iv) enantioselective desymmetrization of aminodienes, and (iv) new and efficient routes to 1-azabicyclo[x.y.0]alkane amino acids. All these processes are catalyzed by Rh or Rh­Co complexes, and useful for rapid and efficient construction of a variety of heterocyclic and carbocyclic compounds. Mechanisms of these new carbocyclization and cyclohydrocarbonylation reactions are also discussed.


1998 ◽  
Vol 51 (1) ◽  
pp. 9 ◽  
Author(s):  
Martin G. Banwell ◽  
Brett D. Bissett ◽  
Chinh T. Bui ◽  
Ha T. T. Pham ◽  
Gregory W. Simpson

The oxyanion derived from hydroxyacrylate E-(5) undergoes smooth intramolecular Michael addition to give the trans-2,6-disubstituted tetrahydropyran (7) as the major product of reaction. In contrast, the oxyanion obtained from isomer Z-(5) cyclizes to give the cis-2,6-disubstituted tetrahydropyran (6) as the major product. Such chemistry has been extended to the enantioselective synthesis of (+)-(6) the acquisition of which constitutes a formal total synthesis of acid (+)-(2), a constituent of the glandular secretion from the civet cat (Viverra civetta). Reductive amination of keto acrylate (12) affords an intermediate amine which cyclizes, in situ, to give the cis-2,6-disubstituted piperidine (26). Analogous treatment of compound (13) delivers the isomeric trans-2,6-disubstituted piperidine (27) as the exclusive product of reaction. Transition state structures have been proposed to account for the diastereoselectivities observed in all of the cyclization reactions.


ChemInform ◽  
2009 ◽  
Vol 40 (23) ◽  
Author(s):  
Claire L. Morris ◽  
Yulai Hu ◽  
Geoff D. Head ◽  
Lynda J. Brown ◽  
William G. Whittingham ◽  
...  

2001 ◽  
Vol 3 (11) ◽  
pp. 1729-1732 ◽  
Author(s):  
Yongmao Sun ◽  
Bin Liu ◽  
Jeff Kao ◽  
D. Andre' d'Avignon ◽  
Kevin D. Moeller

ChemInform ◽  
2010 ◽  
Vol 24 (30) ◽  
pp. no-no
Author(s):  
M. TOKUDA ◽  
H. FUJITA ◽  
T. MIYAMOTO ◽  
H. SUGINOME

Tetrahedron ◽  
1993 ◽  
Vol 49 (12) ◽  
pp. 2413-2426 ◽  
Author(s):  
Masao Tokuda ◽  
Hirotake Fujita ◽  
Tohru Miyamoto ◽  
Hiroshi Suginome

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