Acyclic stereocontrol based on chelation-controlled ene reaction with chiral α- and β-alkoxyaldehydes

Koichi Mikami; Teck Peng Loh; Takeshi Nakai

doi:10.1016/S0957-4166(00)82265-X

Acyclic stereocontrol based on chelation-controlled ene reaction with chiral α- and β-alkoxyaldehydes

Koichi Mikami^*, Teck Peng Loh, Takeshi Nakai

^*Corresponding author for this work

Tokyo Institute of Technology

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

41 Citations (Scopus)

Abstract

The Lewis acid-promoted ene reactions with chiral α- and β-benzyloxy aldehydes have been developed and shown to afford high levels of both diastereofacial (chelation) selection and simple diastereoselection (anti), thus providing an efficient method for stereocontrol over three contiguous chiral centers.

Original language	English
Pages (from-to)	13-16
Number of pages	4
Journal	Tetrahedron Asymmetry
Volume	1
Issue number	1
DOIs	https://doi.org/10.1016/S0957-4166(00)82265-X
Publication status	Published - 1990
Externally published	Yes

ASJC Scopus Subject Areas

Catalysis
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

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10.1016/S0957-4166(00)82265-X

Cite this

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title = "Acyclic stereocontrol based on chelation-controlled ene reaction with chiral α- and β-alkoxyaldehydes",

abstract = "The Lewis acid-promoted ene reactions with chiral α- and β-benzyloxy aldehydes have been developed and shown to afford high levels of both diastereofacial (chelation) selection and simple diastereoselection (anti), thus providing an efficient method for stereocontrol over three contiguous chiral centers.",

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

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T1 - Acyclic stereocontrol based on chelation-controlled ene reaction with chiral α- and β-alkoxyaldehydes

AU - Mikami, Koichi

AU - Loh, Teck Peng

AU - Nakai, Takeshi

PY - 1990

Y1 - 1990

N2 - The Lewis acid-promoted ene reactions with chiral α- and β-benzyloxy aldehydes have been developed and shown to afford high levels of both diastereofacial (chelation) selection and simple diastereoselection (anti), thus providing an efficient method for stereocontrol over three contiguous chiral centers.

AB - The Lewis acid-promoted ene reactions with chiral α- and β-benzyloxy aldehydes have been developed and shown to afford high levels of both diastereofacial (chelation) selection and simple diastereoselection (anti), thus providing an efficient method for stereocontrol over three contiguous chiral centers.

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DO - 10.1016/S0957-4166(00)82265-X

M3 - Article

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ER -

Acyclic stereocontrol based on chelation-controlled ene reaction with chiral α- and β-alkoxyaldehydes

Abstract

ASJC Scopus Subject Areas

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