Semipinacol rearrangement in natural product synthesis

ZL Song, CA Fan, YQ Tu - Chemical reviews, 2011 - ACS Publications
The pinacol rearrangement1 is a well-known reaction. It refers to the acid-catalyzed
transformation of 1, 2-diols to ketones or aldehydes by 1, 2-migration of a CÀC or CÀH bond …

Tandem Prins cyclizations for the construction of oxygen containing heterocycles

P Padmaja, PN Reddy, BVS Reddy - Organic & Biomolecular …, 2020 - pubs.rsc.org
Tandem Prins cyclization is a versatile method for the synthesis of fused/bridged/
spirotetrahydropyran scaffolds. Therefore, it has become a powerful tool for the …

[PDF][PDF] Synthesis of 3‐Oxaterpenoids and Its Application in the Total Synthesis of (±)‐Moluccanic Acid Methyl Ester

B Li, YC Lai, Y Zhao, YH Wong, ZL Shen, TP Loh - 2012 - deepblue.lib.umich.edu
Reagents and solvents were purified prior to use by the following procedures: InBr3 was
purchased from Sigma-Aldrich and used as obtained. CH2Cl2 (Reagent grade, Merck) was …

Domino Synthesis of 2, 3-Dialkylidenetetrahydrofurans via Tandem Prins Cyclization–Skeletal Reorganization

M Kato, A Saito - Organic letters, 2018 - ACS Publications
A domino synthesis of 2, 3-dialkylidenetetrahydrofurans based on Prins-type cyclization of 3,
5-diynols and aldehydes is described. In the present reaction, skeletal reorganization of the …

Preparation and Structure Classification of Heteraspiro [mn] alkanes

K Undheim - Synthesis, 2014 - thieme-connect.com
The fundamental spirane framework consists of two monocyclic rings linked in an orthogonal
relationship by a common ring atom. In spiranes with no annular heteroatom, four carbon …

Recent advances in prins spirocyclization

BV Subba Reddy, PN Nair, A Antony… - European Journal of …, 2017 - Wiley Online Library
The classical Prins cyclization has been one of the most intensively studied reactions during
the last two decades, and it has found many applications in key steps of natural product …

Sc (OTf) 3-catalyzed one-pot ene-Prins cyclization: a novel synthesis of octahydro-2H-chromen-4-ols

JS Yadav, BVS Reddy, AV Ganesh, GN Kumar - Tetrahedron Letters, 2010 - Elsevier
(R)-Citronellal undergoes initial ene reaction followed by Prins cyclization with aldehydes in
the presence of 5mol% of scandium triflate at ambient temperature to furnish octahydro-2H …

Stereoselective Synthesis of Hexahydro-1H-pyrano- and thiopyrano[3,4-c]quinoline Derivatives through a Prins Cascade Cyclization

BV Subba Reddy, D Medaboina, B Sridhar… - The Journal of …, 2013 - ACS Publications
A cascade reaction of (E)-5-(arylamino) pent-3-en-1-ols and thiols with various aldehydes in
the presence of 30 mol% BF3· OEt2 in 1, 2-dichloroethane at 80° C affords a novel class of …

Prins cascade cyclization for the synthesis of 1, 9-dioxa-4-azaspiro [5.5] undecane derivatives

BV Subba Reddy, D Medaboina, B Sridhar… - The Journal of …, 2014 - ACS Publications
A novel Prins cascade process for the synthesis of 1, 9-dioxa-4-azaspiro [5.5] undecane
derivatives by the coupling of aldehydes with N-(4-hydroxy-2-methylenebutyl)-N-(2 …

Stereoselective Synthesis of Hexahydro-1H-spiro[isoquinoline-4,4′-pyran] Scaffolds through an Intramolecular Prins Cascade Process

BV Subba Reddy, D Medaboina… - The Journal of Organic …, 2015 - ACS Publications
A novel tandem cyclization strategy has been developed for the synthesis of hexahydro-1 H-
spiro [isoquinoline-4, 4′-pyran] derivatives through the condensation of 3-((benzylamino) …