Palladium-Catalyzed Cyclization of Free Hydroxyalkenoic Acids: Regio- and Chemoselective Access to Methylene Lactones

Yelena Mostinski; Ramesh Kotikalapudi; Viviana Valerio; Riva Nataf; Dmitry Tsvelikhovsky

doi:10.1002/adsc.201601346

Palladium-Catalyzed Cyclization of Free Hydroxyalkenoic Acids: Regio- and Chemoselective Access to Methylene Lactones

Yelena Mostinski, Ramesh Kotikalapudi, Viviana Valerio, Riva Nataf, Dmitry Tsvelikhovsky

School of Pharmacy

The Hebrew University of Jerusalem

Research output: Contribution to journal › Article › peer-review

Abstract

A general and collective synthesis of medium-sized methylene lactones via controlled cyclizations of easily accessible collective precursors is described. The rapid composition of key–hydroxyalkenoic acid scaffold yields an assembly of oxocanones, oxepanones, and pyranones in a regioselective and stereodirected fashion via palladium-catalyzed cyclization. (Figure presented.).

Original language	English
Pages (from-to)	1164-1169
Number of pages	6
Journal	Advanced Synthesis and Catalysis
Volume	359
Issue number	7
DOIs	https://doi.org/10.1002/adsc.201601346
State	Published - 3 Apr 2017

Keywords

cyclizations
hydroxyalkenoic acids
lactones
palladium
regioselectivity

All Science Journal Classification (ASJC) codes

Catalysis
Organic Chemistry

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10.1002/adsc.201601346

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title = "Palladium-Catalyzed Cyclization of Free Hydroxyalkenoic Acids: Regio- and Chemoselective Access to Methylene Lactones",

abstract = "A general and collective synthesis of medium-sized methylene lactones via controlled cyclizations of easily accessible collective precursors is described. The rapid composition of key–hydroxyalkenoic acid scaffold yields an assembly of oxocanones, oxepanones, and pyranones in a regioselective and stereodirected fashion via palladium-catalyzed cyclization. (Figure presented.).",

keywords = "cyclizations, hydroxyalkenoic acids, lactones, palladium, regioselectivity",

author = "Yelena Mostinski and Ramesh Kotikalapudi and Viviana Valerio and Riva Nataf and Dmitry Tsvelikhovsky",

note = "Publisher Copyright: {\textcopyright} 2017 Wiley-VCH Verlag GmbH \& Co. KGaA, Weinheim",

year = "2017",

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doi = "10.1002/adsc.201601346",

language = "الإنجليزيّة",

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T1 - Palladium-Catalyzed Cyclization of Free Hydroxyalkenoic Acids

T2 - Regio- and Chemoselective Access to Methylene Lactones

AU - Mostinski, Yelena

AU - Kotikalapudi, Ramesh

AU - Valerio, Viviana

AU - Nataf, Riva

AU - Tsvelikhovsky, Dmitry

PY - 2017/4/3

Y1 - 2017/4/3

N2 - A general and collective synthesis of medium-sized methylene lactones via controlled cyclizations of easily accessible collective precursors is described. The rapid composition of key–hydroxyalkenoic acid scaffold yields an assembly of oxocanones, oxepanones, and pyranones in a regioselective and stereodirected fashion via palladium-catalyzed cyclization. (Figure presented.).

AB - A general and collective synthesis of medium-sized methylene lactones via controlled cyclizations of easily accessible collective precursors is described. The rapid composition of key–hydroxyalkenoic acid scaffold yields an assembly of oxocanones, oxepanones, and pyranones in a regioselective and stereodirected fashion via palladium-catalyzed cyclization. (Figure presented.).

KW - cyclizations

KW - hydroxyalkenoic acids

KW - lactones

KW - palladium

KW - regioselectivity

UR - http://www.scopus.com/inward/record.url?scp=85014728837&partnerID=8YFLogxK

U2 - 10.1002/adsc.201601346

DO - 10.1002/adsc.201601346

M3 - مقالة

SN - 1615-4150

VL - 359

SP - 1164

EP - 1169

JO - Advanced Synthesis and Catalysis

JF - Advanced Synthesis and Catalysis

IS - 7

ER -

Palladium-Catalyzed Cyclization of Free Hydroxyalkenoic Acids: Regio- and Chemoselective Access to Methylene Lactones

Abstract

Keywords

All Science Journal Classification (ASJC) codes

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