ChemInform Abstract: Recent Developments of the Stille Reaction as a Revolutionized Method in Total Synthesis

ChemInform ◽  
2014 ◽  
Vol 45 (15) ◽  
pp. no-no
Author(s):  
Majid M. Heravi ◽  
Elaheh Hashemi ◽  
Fereshteh Azimian
Tetrahedron ◽  
2014 ◽  
Vol 70 (1) ◽  
pp. 7-21 ◽  
Author(s):  
Majid M. Heravi ◽  
Elaheh Hashemi ◽  
Fereshteh Azimian

2018 ◽  
Vol 3 (18) ◽  
pp. 5198-5206 ◽  
Author(s):  
Samaresh Jana ◽  
Habtamu Gelaw Mekonnen

Synthesis ◽  
2019 ◽  
Vol 51 (08) ◽  
pp. 1753-1769 ◽  
Author(s):  
Agathe D’Hollander ◽  
Laure Peilleron ◽  
Tatyana Grayfer ◽  
Kevin Cariou

This review covers the methods that chemists have developed to access halogenated polycyclic structures from polyenes, by emulating Nature’s enzymatic machineries. From pioneering studies to the most recent developments, the different strategies, whether based on the use of standard reagents or on the design of specific ones, will be presented. Finally, asymmetric reactions and applications for the total synthesis of natural products will be exposed.1 Introduction2 Pioneering Studies3 Use of Specific Reagents4 Use of N-Haloamides5 Asymmetric Reactions6 Total Synthesis of Halogenated Natural Products7 Conclusion and Perspectives


Synlett ◽  
2018 ◽  
Vol 29 (07) ◽  
pp. 908-911 ◽  
Author(s):  
K. Babu ◽  
Arramshetti Venkanna ◽  
Borra Poornima ◽  
Bandi Siva ◽  
B. Babu

A stereoselective synthesis of the dibenzocyclooctadiene ­lignan core of the natural product schisandrene is described. Starting from readily available gallic acid, the synthetic strategy involves Suzuki–Miyaura cross-coupling, Stille reaction, and ring-closing metathesis (RCM) in the reaction sequence. The required asymmetric center at C-7′ was established by an asymmetric reduction of a keto compound using the Corey–Bakshi–Shibata (CBS) catalyst. In our approach, the eight-membered ring was achieved by RCM for the first time.


2017 ◽  
Vol 15 (34) ◽  
pp. 7196-7203 ◽  
Author(s):  
Xiao Ma ◽  
Yajie Chen ◽  
Sigui Chen ◽  
Zhengshuang Xu ◽  
Tao Ye

Stereocontrolled installation of vinyl chloride and the 2,5-diene system via silastannation, Stille reaction and desilylchlorination, and the final peptide coupling reactions led to the concise total synthesis of smenothiazoles A (1) and B (2).


2007 ◽  
Vol 72 (7) ◽  
pp. 821-898 ◽  
Author(s):  
Josef Hájíček

The second part of the planned review on developments in the field of total and formal total synthesis of the post-secodine indole alkaloids concentrates on modified alkaloid types, i.e. those skeletons derived from primary types by formation of additional and/or rupture of existing bonds, while connectivities next to indol(e)ine moiety remain intact. It thus reviews the synthesis of alkaloids of quebrachamine/cleavamine type including VLB-bis-indoles, rhazinilam type, aspidofractinine/kopsane and kopsifoline type, as well as kopsijasminilam alkaloids, lapidilectine B and danuphylline. It covers the literature of from 1991-1992 up to approximately end 2006. A review with 174 references.


2020 ◽  
Vol 11 (40) ◽  
pp. 10934-10938 ◽  
Author(s):  
Sangbin Jeon ◽  
Jinwoo Lee ◽  
Sangbin Park ◽  
Sunkyu Han

The first total synthesis of dimeric securinega alkaloids (−)-flueggenines D and I was completed by a dimerization strategy that involves Stille reaction and stereoselective conjugate reduction.


Synthesis ◽  
2021 ◽  
Author(s):  
Weilong Liu ◽  
Nicolas Winssinger

The α-exo-methylene-γ-butyrolactone moiety is present in a vast array of structurally diverse natural products and is often central to their biological activity. In this review, we summarize new approaches to α-exo-methylene-γ-butyrolactones developed over the past decade as well as their applications in total synthesis.


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