Stereoselective synthesis of metalated cyclobutyl derivatives

Einav Tsoglin; Helena Chechik; Guy Karseboom; Nicka Chinkov; Amnon Stanger; Ilan Marek

doi:10.1002/adsc.200800719

Stereoselective synthesis of metalated cyclobutyl derivatives

Einav Tsoglin, Helena Chechik, Guy Karseboom, Nicka Chinkov, Amnon Stanger, Ilan Marek

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

Abstract

Treatment of Z-vinyl carbamates with dicyclopentadienyl(diethyl)zirconium [Et₂ZrCp₂] leads to cyclobutyl-zirconocene derivatives in good yields and as a unique diastereoisomer. The reaction proceeds through a carbometalative ring-expansion followed by an intramolecular migratory insertion.

Original language	English
Pages (from-to)	1005-1008
Number of pages	4
Journal	Advanced Synthesis and Catalysis
Volume	351
Issue number	7-8
DOIs	https://doi.org/10.1002/adsc.200800719
State	Published - May 2009
Externally published	Yes

Keywords

Carbometalation
Cyclobutanes
Enol car-bamates
Ring expansion
Zirconocenes

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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10.1002/adsc.200800719

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title = "Stereoselective synthesis of metalated cyclobutyl derivatives",

abstract = "Treatment of Z-vinyl carbamates with dicyclopentadienyl(diethyl)zirconium [Et2ZrCp2] leads to cyclobutyl-zirconocene derivatives in good yields and as a unique diastereoisomer. The reaction proceeds through a carbometalative ring-expansion followed by an intramolecular migratory insertion.",

keywords = "Carbometalation, Cyclobutanes, Enol car-bamates, Ring expansion, Zirconocenes",

author = "Einav Tsoglin and Helena Chechik and Guy Karseboom and Nicka Chinkov and Amnon Stanger and Ilan Marek",

year = "2009",

month = may,

doi = "10.1002/adsc.200800719",

language = "English",

volume = "351",

pages = "1005--1008",

journal = "Advanced Synthesis and Catalysis",

issn = "1615-4150",

publisher = "Wiley-VCH Verlag",

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T1 - Stereoselective synthesis of metalated cyclobutyl derivatives

AU - Tsoglin, Einav

AU - Chechik, Helena

AU - Karseboom, Guy

AU - Chinkov, Nicka

AU - Stanger, Amnon

AU - Marek, Ilan

PY - 2009/5

Y1 - 2009/5

N2 - Treatment of Z-vinyl carbamates with dicyclopentadienyl(diethyl)zirconium [Et2ZrCp2] leads to cyclobutyl-zirconocene derivatives in good yields and as a unique diastereoisomer. The reaction proceeds through a carbometalative ring-expansion followed by an intramolecular migratory insertion.

AB - Treatment of Z-vinyl carbamates with dicyclopentadienyl(diethyl)zirconium [Et2ZrCp2] leads to cyclobutyl-zirconocene derivatives in good yields and as a unique diastereoisomer. The reaction proceeds through a carbometalative ring-expansion followed by an intramolecular migratory insertion.

KW - Carbometalation

KW - Cyclobutanes

KW - Enol car-bamates

KW - Ring expansion

KW - Zirconocenes

UR - http://www.scopus.com/inward/record.url?scp=66149140949&partnerID=8YFLogxK

U2 - 10.1002/adsc.200800719

DO - 10.1002/adsc.200800719

M3 - Article

AN - SCOPUS:66149140949

SN - 1615-4150

VL - 351

SP - 1005

EP - 1008

JO - Advanced Synthesis and Catalysis

JF - Advanced Synthesis and Catalysis

IS - 7-8

ER -

Stereoselective synthesis of metalated cyclobutyl derivatives

Abstract

Keywords

ASJC Scopus subject areas

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