Diastereoselective allylation of planar chiral substituted ferrocenecarboxaldehyde: an efficient entry to chiral ferrocenyl ligands

Hao Li; Hin Soon Cheng; Ai Hua Seow; Teck Peng Loh

doi:10.1016/j.tetlet.2007.01.065

Diastereoselective allylation of planar chiral substituted ferrocenecarboxaldehyde: an efficient entry to chiral ferrocenyl ligands

Hao Li, Hin Soon Cheng, Ai Hua Seow, Teck Peng Loh^*

^*Corresponding author for this work

Nanyang Technological University

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

14 Citations (Scopus)

Abstract

2,2′-Disubstituted ferrocenecarboxaldehydes are subjected to zinc-mediated allylation to form homoallylic ferrocenyl alcohols. The effects of ortho-substituted functional groups on facial selectivities of planar chiral aldehydes were studied and it was found that the corresponding homoallylic alcohols were obtained as single diastereomers in excellent yields.

Original language	English
Pages (from-to)	2209-2211
Number of pages	3
Journal	Tetrahedron Letters
Volume	48
Issue number	12
DOIs	https://doi.org/10.1016/j.tetlet.2007.01.065
Publication status	Published - Mar 19 2007
Externally published	Yes

ASJC Scopus Subject Areas

Biochemistry
Drug Discovery
Organic Chemistry

Keywords

2,2′-Disubstituted ferrocenecarboxaldehydes
Allylation
Chiral ferrocenyl complexes

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10.1016/j.tetlet.2007.01.065

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title = "Diastereoselective allylation of planar chiral substituted ferrocenecarboxaldehyde: an efficient entry to chiral ferrocenyl ligands",

abstract = "2,2′-Disubstituted ferrocenecarboxaldehydes are subjected to zinc-mediated allylation to form homoallylic ferrocenyl alcohols. The effects of ortho-substituted functional groups on facial selectivities of planar chiral aldehydes were studied and it was found that the corresponding homoallylic alcohols were obtained as single diastereomers in excellent yields.",

keywords = "2,2′-Disubstituted ferrocenecarboxaldehydes, Allylation, Chiral ferrocenyl complexes",

author = "Hao Li and Cheng, \{Hin Soon\} and Seow, \{Ai Hua\} and Loh, \{Teck Peng\}",

year = "2007",

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day = "19",

doi = "10.1016/j.tetlet.2007.01.065",

language = "English",

volume = "48",

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journal = "Tetrahedron Letters",

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TY - JOUR

T1 - Diastereoselective allylation of planar chiral substituted ferrocenecarboxaldehyde

T2 - an efficient entry to chiral ferrocenyl ligands

AU - Li, Hao

AU - Cheng, Hin Soon

AU - Seow, Ai Hua

AU - Loh, Teck Peng

PY - 2007/3/19

Y1 - 2007/3/19

N2 - 2,2′-Disubstituted ferrocenecarboxaldehydes are subjected to zinc-mediated allylation to form homoallylic ferrocenyl alcohols. The effects of ortho-substituted functional groups on facial selectivities of planar chiral aldehydes were studied and it was found that the corresponding homoallylic alcohols were obtained as single diastereomers in excellent yields.

AB - 2,2′-Disubstituted ferrocenecarboxaldehydes are subjected to zinc-mediated allylation to form homoallylic ferrocenyl alcohols. The effects of ortho-substituted functional groups on facial selectivities of planar chiral aldehydes were studied and it was found that the corresponding homoallylic alcohols were obtained as single diastereomers in excellent yields.

KW - 2,2′-Disubstituted ferrocenecarboxaldehydes

KW - Allylation

KW - Chiral ferrocenyl complexes

UR - http://www.scopus.com/inward/record.url?scp=33847027998&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=33847027998&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2007.01.065

DO - 10.1016/j.tetlet.2007.01.065

M3 - Article

AN - SCOPUS:33847027998

SN - 0040-4039

VL - 48

SP - 2209

EP - 2211

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 12

ER -

Diastereoselective allylation of planar chiral substituted ferrocenecarboxaldehyde: an efficient entry to chiral ferrocenyl ligands

Abstract

ASJC Scopus Subject Areas

Keywords

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