Acyclic stereocontrol based on nonchelation-controlled ene reactions with α-haloaldehydes

Koichi Mikami; Teck Peng Loh; Takeshi Nakai

doi:10.1039/C39910000077

Acyclic stereocontrol based on nonchelation-controlled ene reactions with α-haloaldehydes

Koichi Mikami^*, Teck Peng Loh, Takeshi Nakai

^*Corresponding author for this work

Tokyo Institute of Technology

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

10 Citations (Scopus)

Abstract

Aluminium(III)-promoted ene reactions with α-haloaldehydes are shown to exhibit a high anti-diastereofacial (non-chelation) selection or syn-diastereoselection to afford an efficient method for preparing stereochemically-defined β-haloalcohols including the 22R-hydroxy side chain unit in steroids.

Original language	English
Pages (from-to)	77-78
Number of pages	2
Journal	Chemical Communications
Issue number	2
DOIs	https://doi.org/10.1039/C39910000077
Publication status	Published - 1991
Externally published	Yes

ASJC Scopus Subject Areas

Molecular Medicine

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10.1039/C39910000077

Cite this

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title = "Acyclic stereocontrol based on nonchelation-controlled ene reactions with α-haloaldehydes",

abstract = "Aluminium(III)-promoted ene reactions with α-haloaldehydes are shown to exhibit a high anti-diastereofacial (non-chelation) selection or syn-diastereoselection to afford an efficient method for preparing stereochemically-defined β-haloalcohols including the 22R-hydroxy side chain unit in steroids.",

author = "Koichi Mikami and Loh, {Teck Peng} and Takeshi Nakai",

year = "1991",

doi = "10.1039/C39910000077",

language = "English",

pages = "77--78",

journal = "Chemical Communications",

issn = "0022-4936",

publisher = "Royal Society of Chemistry",

number = "2",

}

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T1 - Acyclic stereocontrol based on nonchelation-controlled ene reactions with α-haloaldehydes

AU - Mikami, Koichi

AU - Loh, Teck Peng

AU - Nakai, Takeshi

PY - 1991

Y1 - 1991

N2 - Aluminium(III)-promoted ene reactions with α-haloaldehydes are shown to exhibit a high anti-diastereofacial (non-chelation) selection or syn-diastereoselection to afford an efficient method for preparing stereochemically-defined β-haloalcohols including the 22R-hydroxy side chain unit in steroids.

AB - Aluminium(III)-promoted ene reactions with α-haloaldehydes are shown to exhibit a high anti-diastereofacial (non-chelation) selection or syn-diastereoselection to afford an efficient method for preparing stereochemically-defined β-haloalcohols including the 22R-hydroxy side chain unit in steroids.

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U2 - 10.1039/C39910000077

DO - 10.1039/C39910000077

M3 - Article

AN - SCOPUS:0346705672

SN - 0022-4936

SP - 77

EP - 78

JO - Chemical Communications

JF - Chemical Communications

IS - 2

ER -

Acyclic stereocontrol based on nonchelation-controlled ene reactions with α-haloaldehydes

Abstract

ASJC Scopus Subject Areas

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