ChemInform Abstract: Total Synthesis of Biologically Active Unusual Amino Acids

ChemInform ◽  
1987 ◽  
Vol 18 (4) ◽  
Author(s):  
Y. OHFUNE ◽  
N. KUROKAWA
Synthesis ◽  
2018 ◽  
Vol 51 (01) ◽  
pp. 107-121 ◽  
Author(s):  
Alexander Kiefer ◽  
Uli Kazmaier

The cyclomarins are cyclic heptapeptides from marine streptomycetes containing four rather unusual amino acids. Interestingly, the cyclomarins address two completely different targets: ClpC1, a subunit of the caseinolytic protease of Mycobacterium tuberculosis (MTB), as well as PfAp3Aase of Plasmodium falciparum. Therefore, the cyclomarins are interesting lead structures for the development of drugs targeting tuberculosis and malaria. As a result, several synthetic protocols towards the synthesis of these unusual building blocks as well as the natural products themselves have been developed, which will be discussed in this review.1 Introduction2 Synthesis of the Building Blocks3 Total Synthesis of Cyclomarin C by Yao and Co-workers4 Total Synthesis of Cyclomarin A and C by Barbie and Kazmaier5 Conclusion


Synlett ◽  
2018 ◽  
Vol 29 (18) ◽  
pp. 2342-2361 ◽  
Author(s):  
Sambasivarao Kotha ◽  
Kakali Lahiri ◽  
Gaddamedi Sreevani

The [2+2+2] cycloaddition reaction is a useful tool to realize unusual chemical transformations which are not achievable by traditional methods. Here, we report our work during the past two decades that involve utilization of transition-metal complexes in a [2+2+2] cyclotrimerization reaction. Several key “building blocks” were assembled by a [2+2+2] cycloaddition approach and they have been further expanded by other synthetic transformations to design unusual amino acids and peptides, diphenylalkanes, bis- and trisaryl benzene derivatives, annulated benzocycloalkanes, spirocycles, and spirooxindole derivatives. Furthermore, we have also discussed about alkyne surrogates, environmentally friendly, and stereoselective [2+2+2] cycloaddition reactions. Application of the [2+2+2] cycloaddition reaction in total synthesis is also covered. In this review we also included others work to give a balanced view of the recent developments in the area of [2+2+2] cycloaddition.1 Introduction2 Unusual Amino Acids and Peptides3 Heteroanalogues of Indane4 Diphenylalkane Derivatives5 Multi-Armed Aryl Benzene Derivatives6 Annulated Benzocycloalkanes7 Spirocycles8 Selectivity in [2+2+2] Cycloaddition of Alkynes9 [2+2+2] Cycloaddition Reactions under Environmentally Friendly Conditions10 Alkyne Surrogates11 Domino Reactions involving a [2+2+2] Cycloaddition12 Biologically Important Targets/Total Synthesis13 Conclusions


Synthesis ◽  
1986 ◽  
Vol 1986 (05) ◽  
pp. 361-366 ◽  
Author(s):  
Ulrich Schmidt ◽  
Albrecht Lieberknecht ◽  
Helmut Griesser ◽  
Roland Utz ◽  
Thomas Beuttler ◽  
...  

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