Asymmetric Synthesis of (−)-Dictyopterene C' and its Derivatives via Catalytic Enantioselective Cyclopropanation

Taehyeong Kim; Jae Yeon Kim; Kyung Yee Park; Do Hyun Ryu

doi:10.1002/bkcs.12250

Asymmetric Synthesis of (−)-Dictyopterene C' and its Derivatives via Catalytic Enantioselective Cyclopropanation

Taehyeong Kim, Jae Yeon Kim, Kyung Yee Park, Do Hyun Ryu

Department of Chemistry

Sungkyunkwan University

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

8 Scopus citations

Abstract

An efficient and simple method for enantioselective synthesis of (−)-dictyopterene C' and its derivatives was developed on the basis of chiral oxazaborolidinium ion-catalyzed enantioselective cyclopropanation and divinylcyclopropane-cycloheptadiene rearrangement. Utilizing the Julia-Kocienski reaction and Sonogashira and Suzuki coupling reactions, various 1,4-cycloheptadiene compounds were synthesized with good results.

Original language	English
Pages (from-to)	675-678
Number of pages	4
Journal	Bulletin of the Korean Chemical Society
Volume	42
Issue number	4
DOIs	https://doi.org/10.1002/bkcs.12250
State	Published - Apr 2021

Keywords

1,4-Cycloheptadiene
cis-Cyclopropane
Enantioselectivity
Lewis acid catalyst
Rearrangement

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10.1002/bkcs.12250

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title = "Asymmetric Synthesis of (−)-Dictyopterene C' and its Derivatives via Catalytic Enantioselective Cyclopropanation",

abstract = "An efficient and simple method for enantioselective synthesis of (−)-dictyopterene C' and its derivatives was developed on the basis of chiral oxazaborolidinium ion-catalyzed enantioselective cyclopropanation and divinylcyclopropane-cycloheptadiene rearrangement. Utilizing the Julia-Kocienski reaction and Sonogashira and Suzuki coupling reactions, various 1,4-cycloheptadiene compounds were synthesized with good results.",

keywords = "1,4-Cycloheptadiene, cis-Cyclopropane, Enantioselectivity, Lewis acid catalyst, Rearrangement",

author = "Taehyeong Kim and Kim, \{Jae Yeon\} and Park, \{Kyung Yee\} and Ryu, \{Do Hyun\}",

note = "Publisher Copyright: {\textcopyright} 2021 Korean Chemical Society, Seoul \& Wiley-VCH GmbH",

year = "2021",

month = apr,

doi = "10.1002/bkcs.12250",

language = "English",

volume = "42",

pages = "675--678",

journal = "Bulletin of the Korean Chemical Society",

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TY - JOUR

T1 - Asymmetric Synthesis of (−)-Dictyopterene C' and its Derivatives via Catalytic Enantioselective Cyclopropanation

AU - Kim, Taehyeong

AU - Kim, Jae Yeon

AU - Park, Kyung Yee

AU - Ryu, Do Hyun

PY - 2021/4

Y1 - 2021/4

N2 - An efficient and simple method for enantioselective synthesis of (−)-dictyopterene C' and its derivatives was developed on the basis of chiral oxazaborolidinium ion-catalyzed enantioselective cyclopropanation and divinylcyclopropane-cycloheptadiene rearrangement. Utilizing the Julia-Kocienski reaction and Sonogashira and Suzuki coupling reactions, various 1,4-cycloheptadiene compounds were synthesized with good results.

AB - An efficient and simple method for enantioselective synthesis of (−)-dictyopterene C' and its derivatives was developed on the basis of chiral oxazaborolidinium ion-catalyzed enantioselective cyclopropanation and divinylcyclopropane-cycloheptadiene rearrangement. Utilizing the Julia-Kocienski reaction and Sonogashira and Suzuki coupling reactions, various 1,4-cycloheptadiene compounds were synthesized with good results.

KW - 1,4-Cycloheptadiene

KW - cis-Cyclopropane

KW - Enantioselectivity

KW - Lewis acid catalyst

KW - Rearrangement

UR - https://www.scopus.com/pages/publications/85100965340

U2 - 10.1002/bkcs.12250

DO - 10.1002/bkcs.12250

M3 - Article

AN - SCOPUS:85100965340

SN - 0253-2964

VL - 42

SP - 675

EP - 678

JO - Bulletin of the Korean Chemical Society

JF - Bulletin of the Korean Chemical Society

IS - 4

ER -

Asymmetric Synthesis of (−)-Dictyopterene C' and its Derivatives via Catalytic Enantioselective Cyclopropanation

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Keywords

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