Palladium-Catalyzed Intramolecular Allylic Alkylation Reaction in Marine Natural Product Synthesis:  Enantioselective Synthesis of (+)-Methyl Pederate, a Key Intermediate in Syntheses of Mycalamides

Pd-catalyzed asymmetric intramolecular allylic alkylation reaction of phenols was developed, affording C4 substituted tetrahydroisoquinolines in moderate to excellent yields, enantioselectivity and regioselectivity.

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Novel Chiral Ligands for Palladium-catalyzed Asymmetric Allylic Alkylation/ Asymmetric Tsuji-Trost Reaction: A Review

Current Organic Chemistry ◽

10.2174/1385272823666190624145039 ◽

2019 ◽

Vol 23 (11) ◽

pp. 1168-1213 ◽

Cited By ~ 4

Author(s):

Samar Noreen ◽

Ameer Fawad Zahoor ◽

Sajjad Ahmad ◽

Irum Shahzadi ◽

Ali Irfan ◽

...

Keyword(s):

Asymmetric Catalysis ◽

Enantioselective Synthesis ◽

Chiral Ligands ◽

Allylic Alkylation ◽

Research Groups ◽

Asymmetric Allylic Alkylation ◽

Catalytic Potential ◽

Long Time ◽

Palladium Catalyzed ◽

Alkylation Reactions

Background: Asymmetric catalysis holds a prestigious role in organic syntheses since a long time and chiral inductors such as ligands have been used to achieve the utmost desired results at this pitch. The asymmetric version of Tsuji-Trost allylation has played a crucial role in enantioselective synthesis. Various chiral ligands have been known for Pdcatalyzed Asymmetric Allylic Alkylation (AAA) reactions and exhibited excellent catalytic potential. The use of chiral ligands as asymmetric inductors has widened the scope of Tsuji-Trost allylic alkylation reactions. Conclusion: Therefore, in this review article, a variety of chiral inductors or ligands have been focused for palladium catalyzed asymmetric allylic alkylation (Tsuji-Trost allylation) and in this regard, recently reported literature (2013-2017) has been described. The use of ligands causes the induction of enantiodiscrimination to the allylated products, therefore, the syntheses of various kinds of ligands have been targeted by many research groups to employ in Pd-catalyzed AAA reactions.

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Palladium-catalyzed cascade cyclizations involving C–C and C–X bond formation: strategic applications in natural product synthesis

Chemical Society Reviews ◽

10.1039/d0cs01385d ◽

2021 ◽

Author(s):

K. R. Holman ◽

A. M. Stanko ◽

S. E. Reisman

Keyword(s):

Natural Product ◽

Bond Formation ◽

Natural Product Synthesis ◽

Cascade Cyclizations ◽

Palladium Catalyzed ◽

Multiple Rings

This tutorial review highlights the use of palladium-catalyzed cascade cyclizations in natural product synthesis, focusing on cascades that construct multiple rings and form both C–C and C–X (X = O, N) bonds in a single synthetic operation.

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Palladium-catalyzed asymmetric dearomative cyclization in natural product synthesis

Organic & Biomolecular Chemistry ◽

10.1039/d0ob00818d ◽

2020 ◽

Vol 18 (23) ◽

pp. 4354-4370

Author(s):

Zhuo Wang

Keyword(s):

Natural Product ◽

Natural Product Synthesis ◽

Palladium Catalyzed

This review discusses palladium-catalyzed asymmetric dearomative cyclization, which is invaluable for producing enantioenriched materials, for complex natural product synthesis.

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