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.

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.

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

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 Tylophorine through a Formal [2+2] Cycloaddition Followed by Migrative Ring Opening of a Cyclobutane

Synthesis ◽  
2015 ◽  
Vol 47 (18) ◽  
pp. 2819-2825 ◽  
Author(s):  
Yousuke Yamaoka ◽  
Kiyosei Takasu ◽  
Marie Taniguchi ◽  
Ken-ichi Yamada
Keyword(s):  
Total Synthesis ◽  
Ring Opening ◽  
Asymmetric Total Synthesis

Total synthesis of (−)-depyranoversicolamide B

2015 ◽  
Vol 51 (89) ◽  
pp. 16143-16146 ◽  
Author(s):  
Wen-Fang Qin ◽  
T. Xiao ◽  
D. Zhang ◽  
Lin-Feng Deng ◽  
Y. Wang ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Ring Opening ◽  
Alder Reaction ◽  
Diels Alder ◽  
Asymmetric Total Synthesis ◽  
Diels Alder Reaction ◽  
Key Steps

Asymmetric total synthesis of (−)-depyranoversicolamide B (12) is described from easily prepared chiral pyrroloindoline 21. Key steps in the synthesis are reductive ring opening of the pyrrolo ring in 21 and stereoselective intramolecular Diels–Alder reaction of 18.

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