A general method for convergent synthesis of functionalized exo-glycals based on halogenation and Suzuki cross-coupling of 1-exo-methylene sugars

2002 ◽  
pp. 2024-2025 ◽  
Author(s):  
Ana M. Gómez ◽  
Gerardo O. Danelón ◽  
Ana Pedregosa ◽  
Serafín Valverde ◽  
J. Cristóbal López
Keyword(s):  
Cross Coupling ◽  
Convergent Synthesis ◽  
General Method

A General Method for Convergent Synthesis of Functionalized exo-Glycals Based on Halogenation and Suzuki Cross-Coupling of 1-exo-Methylene Sugars.

ChemInform ◽  
2003 ◽  
Vol 34 (4) ◽  
Author(s):  
Ana M. Gomez ◽  
Gerardo O. Danelon ◽  
Ana Pedregosa ◽  
Serafin Valverde ◽  
J. Cristobal Lopez
Keyword(s):  
Cross Coupling ◽  
Convergent Synthesis ◽  
General Method

Convergent Synthesis of Immune Inhibitor IMMH002

Synthesis ◽  
2020 ◽  
Author(s):  
Qiong Xiao ◽  
Si Chen ◽  
Zeyu Shi ◽  
Dali Yin
Keyword(s):  
Environmental Impact ◽  
Lewis Acid ◽  
Column Chromatography ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Convergent Synthesis ◽  
Quality Problem ◽  
Cross Coupling Reaction

AbstractA convergent synthesis of IMMH002 in 36% overall yield starting from bromobenzene is described with a key Suzuki–Miyaura cross-coupling reaction used to provide a crucial intermediate. The route does not require column chromatography and solves the most intractable quality problem caused by a homologue by-product in the original linear synthesis. Furthermore, reducing the use of Lewis acid mediated reactions improves the environmental impact of the synthesis and reduces overall waste. The new route described herein is more efficient, convenient, reliable, and economically more viable when compared to the previously reported linear route.

Convergent synthesis of an HIJK ring model of ciguatoxin via Suzuki cross-coupling reaction

2000 ◽  
Vol 41 (9) ◽  
pp. 1425-1428 ◽  
Author(s):  
Makoto Sasaki ◽  
Katsuhiko Noguchi ◽  
Haruhiko Fuwa ◽  
Kazuo Tachibana
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Convergent Synthesis ◽  
Ring Model ◽  
Cross Coupling Reaction

Nickel-Catalyzed Cross-Coupling of Functionalized Difluoromethyl Bromides and Chlorides with Aryl Boronic Acids: A General Method for Difluoroalkylated Arenes

2014 ◽  
Vol 126 (37) ◽  
pp. 10067-10071 ◽  
Author(s):  
Yu-Lan Xiao ◽  
Wen-Hao Guo ◽  
Guo-Zhen He ◽  
Qiang Pan ◽  
Xingang Zhang
Keyword(s):  
Cross Coupling ◽  
Boronic Acids ◽  
General Method

CuI-catalyzed cross-coupling of terminal alkynes with dialkoxycarbenes: a general method for the synthesis of unsymmetrical propargylic acetals

2014 ◽  
Vol 12 (32) ◽  
pp. 6215-6222 ◽  
Author(s):  
Tiebo Xiao ◽  
Ping Zhang ◽  
Yang Xie ◽  
Jun Wang ◽  
Lei Zhou
Keyword(s):  
Cross Coupling ◽  
Coupling Reactions ◽  
Terminal Alkynes ◽  
Cross Coupling Reactions ◽  
General Source ◽  
General Method

A general source of dialkoxycarbenes, 2,2-dialkoxy-5,5-dimethyl-Δ3-1,3,4-oxadiazolines, have been successfully employed as coupling partners in CuI-catalyzed cross-coupling reactions with terminal alkynes, which afforded various unsymmetrical propargylic acetals in good yields.

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