By Janine Cossy, Stellios Arseniyadis, Christophe Meyer, Robert H. Grubbs
Emphasizing the impression of metathesis in traditional product synthesis throughout the forms of key reactions, this prepared reference is obviously dependent and choked with vital details, together with consultant experimental strategies for sensible applications.
content material: Synthesis of ordinary items Containing Medium-Size Carbocycles by way of Ring-Closing Alkene Metathesis / Nicolas Blanchard, Jacques Eustache --
average items Containing Medium-Sized Nitrogen Heterocycles Synthesized by way of Ring-Closing Alkene Metathesis / Sebastiaan (Bas) A M W van den Broek, Silvie A Meeuwissen, Floris L van Delft, Floris P J T Rutjes --
Synthesis of typical items Containing Medium-Size Oxygen Heterocycles via Ring-Closing Alkene Metathesis / Jon D Rainier --
Phosphorus and Sulfur Heterocycles through Ring-closing Metathesis: program in typical Product Synthesis / Christopher D Thomas, Paul R Hanson --
Synthesis of ordinary items Containing Macrocycles by way of Alkene Ring-Closing Metathesis / Ana Gradillas, Javier P̌rez-Castells --
Synthesis of common items and similar Compounds utilizing Ene₆Yne Metathesis / Miwako Mori --
Ring-Closing Alkyne Metathesis in traditional Product Synthesis / Paul W Davies --
transitority Silicon₆Tethered Ring₆Closing Metathesis Reactions in typical Product Synthesis / P Andrew Evans --
Metathesis regarding a Relay and purposes in average Product Synthesis / Thomas R Hoye, Junha Jeon --
Cross-Metathesis in common items Synthesis / Jo︠lle Prunet, Laurence Grimaud --
Cascade Metathesis in typical Product Synthesis / Marta Porta, Siegfried Blechert --
Catalytic Enantioselective Olefin Metathesis and ordinary Product Synthesis / Amir H Hoveyda, Steven J Malcolmson, Simon J Meek, Adil R Zhugralin --
Metathesis Reactions in Solid-Phase natural Synthesis / Sofia Barluenga, Pierre-Yves Dakas, Rajamalleswaramma Jogireddy, Ga︠le Valot, Nicolas Winssinger.
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Additional resources for Metathesis in natural product synthesis : strategies, substrates and catalysts
Pd(0) OH OH 203 1. Ireland– Claisen 2. 35 ring, thus completing the elaboration of the fully functionalized decaline system 200. 34). The ﬁrst synthesis of (−)-perrotinene 202 was reported in 2008 . 35). Alcohol 205 was prepared by Stille coupling between the aryl iodide 203 and the enantiomerically pure vinyl stannane 204. The ensuing, highly stereoselective, Ireland–Claisen rearrangement of the silyl ketene acetal derived from 206 allows a complete chirality transfer and the control of the conﬁguration of the two stereogenic centers in 207.
In both cases, the target was intermediate 145 that has been previously converted to platencin by Nicolaou et al. [30a] and Rawal et al. [30c]. In Lee’s et al. 2]octane moiety was assembled through a radical cyclization/skeletal rearrangement . 23). Mulzer’s et al. 24) . Starting from (−)-perillaldehyde (151), the decaline 152 was prepared. Wittig reaction afforded triene 153, which was submitted to RCM conditions ([Ru]-II, CH2 Cl2 , reﬂux). RCM completion required more than 24 hours and 8 mol% of catalyst but the yield of 154 was excellent (90%) and no side-products were reported.
31) . 33 Access to anti-Bredt alkenes is possible using an RCM/fragmentation sequence . The strategy has been used for preparing the bicyclic ketone 188 having a structure similar to the AB rings of taxanes 189. 32). Application to the construction of other bridged ring systems has been examined. 33). In 2006, Robichaud and Tremblay reported the ﬁrst RCM-based formal synthesis of (+)-compactin (198) . 34 OH Bu3Sn OH (S ) 204 I OH O OH BzO OTBDMS O Steps LDA TBDMSCl BzO O Cat. Pd(0) OH OH 203 1.