A Total Synthesis of (±)-Ceratopicanol via Palladium Catalyzed Reductive Cyclization

Rira Kim; Sanghyeon Lee; Jaeyeon Lee; Hee Yoon Lee

doi:10.1002/ejoc.202000769

A Total Synthesis of (±)-Ceratopicanol via Palladium Catalyzed Reductive Cyclization

Rira Kim
, Sanghyeon Lee
, Jaeyeon Lee
, Hee Yoon Lee

School of Advanced Fusion Studies

Korea Advanced Institute of Science and Technology

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

Abstract

An efficient total synthesis of ceratopicanol was achieved through successive Pd catalyzed reductive cycloaddition and cyclization reactions. The Pd mediated cyclization reaction to form a triquinane structure demonstrated that a small structural difference changed the reaction pathway either to form different structures or reduced non-cyclized product depending on the reaction conditions.

Original language	English
Pages (from-to)	4931-4936
Number of pages	6
Journal	European Journal of Organic Chemistry
Volume	2020
Issue number	31
DOIs	https://doi.org/10.1002/ejoc.202000769
State	Published - 23 Aug 2020

Keywords

Cyclization
Free radicals
Pd catalysis
Total synthesis
Triquinane

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10.1002/ejoc.202000769

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title = "A Total Synthesis of (±)-Ceratopicanol via Palladium Catalyzed Reductive Cyclization",

abstract = "An efficient total synthesis of ceratopicanol was achieved through successive Pd catalyzed reductive cycloaddition and cyclization reactions. The Pd mediated cyclization reaction to form a triquinane structure demonstrated that a small structural difference changed the reaction pathway either to form different structures or reduced non-cyclized product depending on the reaction conditions.",

keywords = "Cyclization, Free radicals, Pd catalysis, Total synthesis, Triquinane",

author = "Rira Kim and Sanghyeon Lee and Jaeyeon Lee and Lee, \{Hee Yoon\}",

note = "Publisher Copyright: {\textcopyright} 2020 Wiley-VCH Verlag GmbH \& Co. KGaA, Weinheim",

year = "2020",

month = aug,

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doi = "10.1002/ejoc.202000769",

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AU - Kim, Rira

AU - Lee, Sanghyeon

AU - Lee, Jaeyeon

AU - Lee, Hee Yoon

PY - 2020/8/23

Y1 - 2020/8/23

N2 - An efficient total synthesis of ceratopicanol was achieved through successive Pd catalyzed reductive cycloaddition and cyclization reactions. The Pd mediated cyclization reaction to form a triquinane structure demonstrated that a small structural difference changed the reaction pathway either to form different structures or reduced non-cyclized product depending on the reaction conditions.

AB - An efficient total synthesis of ceratopicanol was achieved through successive Pd catalyzed reductive cycloaddition and cyclization reactions. The Pd mediated cyclization reaction to form a triquinane structure demonstrated that a small structural difference changed the reaction pathway either to form different structures or reduced non-cyclized product depending on the reaction conditions.

KW - Cyclization

KW - Free radicals

KW - Pd catalysis

KW - Total synthesis

KW - Triquinane

UR - https://www.scopus.com/pages/publications/85088447233

U2 - 10.1002/ejoc.202000769

DO - 10.1002/ejoc.202000769

M3 - Article

AN - SCOPUS:85088447233

SN - 1434-193X

VL - 2020

SP - 4931

EP - 4936

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 31

ER -

A Total Synthesis of (±)-Ceratopicanol via Palladium Catalyzed Reductive Cyclization

Abstract

Keywords

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