Asymmetric total synthesis of naturally occurring spirocyclic tetranorsesquiterpenoid lanceolactone A

2018 ◽  
Vol 16 (27) ◽  
pp. 5027-5035 ◽  
Author(s):  
Ranjan Kumar Acharyya ◽  
Samik Nanda
Keyword(s):  
Total Synthesis ◽  
Natural Product ◽  
Asymmetric Total Synthesis ◽  
Cascade Cyclization ◽  
Naturally Occurring

Asymmetric total synthesis of naturally occurring γ-butenolide containing [4.4]spiro-tetrahydrofuran lanceolactone A has been reported in this present work. Bimetallic (“Pd–Cu”) cascade cyclization was the crucial reaction employed for the construction of the γ-butenolide framework of the natural product.

Asymmetric total synthesis of cryptoconcatone I

2019 ◽  
Vol 17 (14) ◽  
pp. 3552-3566 ◽  
Author(s):  
Ranjan Kumar Acharyya ◽  
Pratik Pal ◽  
Shrestha Chatterjee ◽  
Samik Nanda
Keyword(s):  
Total Synthesis ◽  
Late Stage ◽  
Ring Opening ◽  
Epoxide Ring ◽  
Asymmetric Total Synthesis ◽  
Epoxide Ring Opening ◽  
Cascade Cyclization ◽  
Naturally Occurring

An efficient asymmetric total synthesis of naturally occurring γ-Z-butenolide cryptoconcatone I was achieved by employing substrate-directed reductive epoxide ring opening and late-stage “Pd–Cu” catalyzed cascade cyclization.

scholarly journals Total Syntheses of Pladienolide-Derived Spliceosome Modulators

Molecules ◽  
2021 ◽  
Vol 26 (19) ◽  
pp. 5938
Author(s):  
Jaehoon Sim ◽  
Eunbin Jang ◽  
Hyun Jin Kim ◽  
Hongjun Jeon
Keyword(s):  
Total Synthesis ◽  
Natural Product ◽  
Structural Features ◽  
Synthetic Approach ◽  
Synthetic Analog ◽  
Phase I Clinical Trials ◽  
Total Syntheses ◽  
Naturally Occurring ◽  
Anti Cancer ◽  
Synthetic Approaches

Pladienolides, an emerging class of naturally occurring spliceosome modulators, exhibit interesting structural features, such as highly substituted 12-membered macrocycles and epoxide-containing diene side chains. The potential of pladienolides as anti-cancer agents is confirmed by H3B-8800, a synthetic analog of this natural product class, which is currently under Phase I clinical trials. Since its isolation in 2004 and the first total synthesis in 2007, a dozen total syntheses and synthetic approaches toward the pladienolide class have been reported to date. This review focuses on the eight completed total syntheses of naturally occurring pladienolides or their synthetic analogs, in addition to a synthetic approach to the main framework of the natural product.

Asymmetric total synthesis of paecilomycin C through intramolecular nucleophilic ring opening of an epoxide

2019 ◽  
Vol 17 (31) ◽  
pp. 7369-7379 ◽  
Author(s):  
Joy Chakraborty ◽  
Samik Nanda
Keyword(s):  
Total Synthesis ◽  
Ring Opening ◽  
Asymmetric Total Synthesis ◽  
Naturally Occurring ◽  
Acid Lactone ◽  
Nucleophilic Ring Opening

An efficient asymmetric total synthesis of naturally occurring resorcylic acid lactone (RAL) paecilomycin C was achieved by employing carboxylate assisted 5-exo-tet ring opening of an epoxide as a key reaction.

Concise asymmetric total synthesis of lycopodine and flabelliformine via cascade cyclization reaction

2019 ◽  
Vol 60 (2) ◽  
pp. 187-190 ◽  
Author(s):  
Kentaro Wada ◽  
Noriyuki Kogure ◽  
Mariko Kitajima ◽  
Hiromitsu Takayama
Keyword(s):  
Total Synthesis ◽  
Cyclization Reaction ◽  
Asymmetric Total Synthesis ◽  
Cascade Cyclization

Asymmetric total syntheses of naturally occurring α,β-enone-containing RALs, L-783290 and L-783277 through intramolecular base-mediated macrolactonization reaction

2020 ◽  
Vol 18 (12) ◽  
pp. 2331-2345
Author(s):  
Joy Chakraborty ◽  
Ankan Ghosh ◽  
Samik Nanda
Keyword(s):  
Total Synthesis ◽  
Asymmetric Total Synthesis ◽  
Total Syntheses ◽  
Naturally Occurring

Asymmetric total synthesis of two naturally occurring α,β-enone containing RALs, L-783290 and L-783277 is described in this article.

Asymmetric Total Synthesis of 11-Deoxytetrodotoxin, a Naturally Occurring Congener

2002 ◽  
Vol 124 (26) ◽  
pp. 7847-7852 ◽  
Author(s):  
Toshio Nishikawa ◽  
Masanori Asai ◽  
Minoru Isobe
Keyword(s):  
Total Synthesis ◽  
Asymmetric Total Synthesis ◽  
Naturally Occurring

Total synthesis and structural revision of an isopanepoxydone analog isolated from Lentinus strigellus

2018 ◽  
Vol 16 (27) ◽  
pp. 5043-5049 ◽  
Author(s):  
Yi Man ◽  
Shaomin Fu ◽  
Juan Chen ◽  
Bo Liu
Keyword(s):  
Molecular Structure ◽  
Total Synthesis ◽  
Natural Product ◽  
Asymmetric Total Synthesis ◽  
Structural Revision

Asymmetric total synthesis of compound 1, as a proposed molecular structure of a natural product, in 11 steps is described. The inconsistency of the characterization data prompted us to propose a different structure as compound 2 and accordingly accomplish total synthesis in 9 steps and confirm the structural revision of this natural product.

Asymmetric Total Synthesis of Pentacyclic Indole Alkaloid Andranginine and Absolute Configuration of Natural Product Isolated from Kopsia arborea

2017 ◽  
Vol 19 (10) ◽  
pp. 2722-2725 ◽  
Author(s):  
Shino Tooriyama ◽  
Yuji Mimori ◽  
Yuqiu Wu ◽  
Noriyuki Kogure ◽  
Mariko Kitajima ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Natural Product ◽  
Absolute Configuration ◽  
Indole Alkaloid ◽  
Asymmetric Total Synthesis

scholarly journals Total Synthesis and Structural Reassignment of Laingolide A

Marine Drugs ◽  
2021 ◽  
Vol 19 (5) ◽  
pp. 247
Author(s):  
Fusong Wu ◽  
Tao Zhang ◽  
Jie Yu ◽  
Yian Guo ◽  
Tao Ye
Keyword(s):  
Total Synthesis ◽  
Natural Product ◽  
Asymmetric Total Synthesis ◽  
Type Coupling ◽  
Salient Features ◽  
Unambiguous Assignment

The asymmetric total synthesis of four diastereomers of laingolide A was achieved, which led to the unambiguous assignment of the stereochemistry of the natural product. The salient features of the convergent, fully stereocontrolled approach were a copper-catalysed stereospecific Kumada-type coupling, a Julia-Kocienski olefination and an RCM/alkene migration sequence to access the desired macrocyclic enamide.

The Cyclodehydration Route to the Asymmetric Total Synthesis of the Marine Natural Product Isolated from the Brown Alga,Notheia Anomala

1993 ◽  
Vol 22 (3) ◽  
pp. 477-480 ◽  
Author(s):  
Hidenori Chikashita ◽  
Yusuke Nakamura ◽  
Hiromitsu Uemura ◽  
Kazuyoshi Itoh
Keyword(s):  
Total Synthesis ◽  
Natural Product ◽  
Brown Alga ◽  
Marine Natural Product ◽  
Asymmetric Total Synthesis
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