ChemInform Abstract: Oxidation Cyclization Reactions of Trienes and Dienynes: Total Synthesis of Membrarollin (I).

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

scholarly journals New cyclization reactions in organic syntheses

2002 ◽  
Vol 74 (1) ◽  
pp. 159-166 ◽  
Author(s):  
Iwao Ojima
Keyword(s):  
Amino Acids ◽  
Transition Metal ◽  
Total Synthesis ◽  
Cyclization Reactions ◽  
Organic Syntheses ◽  
Carbocyclic Compounds ◽  
Efficient Construction ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

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.

Intramolecular Michael Addition of N- and O-Centred Nucleophiles to Tethered Acrylates. The Role of Double-Bond Geometry in Controlling the Diastereo- selectivity of Cyclizations Leading to 2,6-Disubstituted Tetrahydropyrans and Piperidines.

1998 ◽  
Vol 51 (1) ◽  
pp. 9 ◽  
Author(s):  
Martin G. Banwell ◽  
Brett D. Bissett ◽  
Chinh T. Bui ◽  
Ha T. T. Pham ◽  
Gregory W. Simpson
Keyword(s):  
Double Bond ◽  
Total Synthesis ◽  
Michael Addition ◽  
Reductive Amination ◽  
Major Product ◽  
Enantioselective Synthesis ◽  
Cyclization Reactions ◽  
Glandular Secretion

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.

Natural product syntheses via carbonylative cyclizations

2019 ◽  
Vol 36 (1) ◽  
pp. 174-219 ◽  
Author(s):  
Kaiqing Ma ◽  
Brandon S. Martin ◽  
Xianglin Yin ◽  
Mingji Dai
Keyword(s):  
Transition Metal ◽  
Total Synthesis ◽  
Natural Product ◽  
Cyclization Reactions ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

This review summarizes the application of various transition metal-catalyzed/mediated carbonylative cyclization reactions in natural product total synthesis.

scholarly journals Total Synthesis of (+)-cis-Sylvaticin: Double Oxidative Cyclization Reactions Catalyzed by Osmium.

ChemInform ◽  
2007 ◽  
Vol 38 (11) ◽  
Author(s):  
Timothy J. Donohoe ◽  
Robert M. Harris ◽  
Jeremy Burrows ◽  
Jeremy Parker
Keyword(s):  
Total Synthesis ◽  
Oxidative Cyclization ◽  
Cyclization Reactions

scholarly journals Total Synthesis of Peloruside A through Kinetic Lactonization and Relay Ring-Closing Metathesis Cyclization Reactions

2010 ◽  
Vol 49 (35) ◽  
pp. 6151-6155 ◽  
Author(s):  
Thomas R. Hoye ◽  
Junha Jeon ◽  
Lucas C. Kopel ◽  
Troy D. Ryba ◽  
Manomi A. Tennakoon ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Peloruside A ◽  
Cyclization Reactions ◽  
Ring Closing Metathesis

Total Synthesis of (+)-cis-Sylvaticin:  Double Oxidative Cyclization Reactions Catalyzed by Osmium

2006 ◽  
Vol 128 (42) ◽  
pp. 13704-13705 ◽  
Author(s):  
Timothy J. Donohoe ◽  
Robert M. Harris ◽  
Jeremy Burrows ◽  
Jeremy Parker
Keyword(s):  
Total Synthesis ◽  
Oxidative Cyclization ◽  
Cyclization Reactions
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