ChemInform Abstract: The Vinylogous Mukaiyama Aldol Reaction (VMAR) in Natural Product Synthesis

ChemInform ◽  
2014 ◽  
Vol 45 (30) ◽  
pp. no-no
Author(s):  
Markus Kalesse ◽  
Martin Cordes ◽  
Gerrit Symkenberg ◽  
Hai-Hua Lu
Keyword(s):  
Natural Product ◽  
Aldol Reaction ◽  
Natural Product Synthesis ◽  
Mukaiyama Aldol Reaction ◽  
Mukaiyama Aldol

scholarly journals The vinylogous Mukaiyama aldol reaction (VMAR) in natural product synthesis

2014 ◽  
Vol 31 (4) ◽  
pp. 563-594 ◽  
Author(s):  
Markus Kalesse ◽  
Martin Cordes ◽  
Gerrit Symkenberg ◽  
Hai-Hua Lu
Keyword(s):  
Natural Product ◽  
Aldol Reaction ◽  
Natural Product Synthesis ◽  
Mukaiyama Aldol Reaction ◽  
Mukaiyama Aldol ◽  
Recent Developments

This review will provide an overview on the recent developments of polyketide synthesis using the vinylogous Mukaiyama aldol reaction for the construction of advanced intermediates. In general, four different motifs can be constructed efficiently using the recent developments of asymmetric variants of this strategy.

An efficient catalyst-free Mukaiyama-aldol reaction of fluorinated enol silyl ethers with tryptanthrin

2015 ◽  
Vol 13 (33) ◽  
pp. 8906-8911 ◽  
Author(s):  
Fu-Min Liao ◽  
Yun-Lin Liu ◽  
Jin-Sheng Yu ◽  
Feng Zhou ◽  
Jian Zhou
Keyword(s):  
Total Synthesis ◽  
Natural Product ◽  
Aldol Reaction ◽  
Efficient Catalyst ◽  
Silyl Ethers ◽  
Mukaiyama Aldol Reaction ◽  
Catalyst Free ◽  
Mukaiyama Aldol ◽  
Enol Silyl Ethers ◽  
Fluoroalkyl Group

We report an efficient Mukaiyama-aldol reaction of tryptanthrin with fluorinated enol silyl ethers, which is carried out in methanol without the use of any catalyst. This represents the first modification of tryptanthrin by a fluoroalkyl group, which is applied to the total synthesis of the difluoro analogues of the natural product Phaitanthrin B.

Mukaiyama Aldol Reaction Catalyzed by (Benz)imidazolium-Based Halogen Bond Donors

2020 ◽  
Author(s):  
Revannath L. Sutar ◽  
Nikita Erochok ◽  
Stefan Huber
Keyword(s):  
Halogen Bond ◽  
Aldol Reaction ◽  
Mukaiyama Aldol Reaction ◽  
Mukaiyama Aldol ◽  
Background Reaction ◽  
Strong Performance ◽  
The Stability ◽  
Elemental Iodine

A series of cationic monodentate and bidentate iodo(benz)­imidazolium-based halogen bond (XB) donors were employed as catalysts in a Mukaiyama aldol reaction. While 5 mol% of a monodentate variant showed noticeable activity, a <i>syn</i>-preorganized bidentate XB donor provided a strong performance even with 0.5 mol% loading. In contrast to the very active BAr<sup>F</sup><sub>4</sub> salts, PF<sub>6</sub> or OTf salts were either inactive or showed background reaction. Repetition experiments clearly ruled out a potential hidden catalysis by elemental iodine and demonstrated the stability of our catalyst over three consecutive cycles.

ChemInform Abstract: Mukaiyama Aldol Reaction of Trimethylsilyl Enolate with Aldehyde Catalyzed by CuI.

ChemInform ◽  
2013 ◽  
Vol 44 (22) ◽  
pp. no-no
Author(s):  
Hima Rani Kalita ◽  
Arun Jyoti Borah ◽  
Prodeep Phukan
Keyword(s):  
Aldol Reaction ◽  
Mukaiyama Aldol Reaction ◽  
Mukaiyama Aldol

ChemInform Abstract: Study of the Lanthanide-Catalyzed, Aqueous, Asymmetric Mukaiyama Aldol Reaction.

ChemInform ◽  
2012 ◽  
Vol 43 (43) ◽  
pp. no-no
Author(s):  
Yujiang Mei ◽  
Derek J. Averill ◽  
Matthew J. Allen
Keyword(s):  
Aldol Reaction ◽  
Mukaiyama Aldol Reaction ◽  
Mukaiyama Aldol
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