Diastereoselective photocycloaddition of an axial chiral enamide

Thorsten Bach; Jürgen Schröder; Klaus Harms

doi:10.1016/S0040-4039(99)01933-4

Diastereoselective photocycloaddition of an axial chiral enamide

Thorsten Bach, Jürgen Schröder, Klaus Harms

Philipps-Universität Marburg

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

71 Scopus citations

Abstract

The axial chiral enamide 3 was prepared from 2-t-butylaniline in two steps (58% overall yield). Its photocycloaddition to benzaldehyde yielded the oxetane 4a as the major product (62% de), the structure of which was elucidated by single X-ray crystallography.

Original language	English
Pages (from-to)	9003-9004
Number of pages	2
Journal	Tetrahedron Letters
Volume	40
Issue number	51
DOIs	https://doi.org/10.1016/S0040-4039(99)01933-4
State	Published - 17 Dec 1999
Externally published	Yes

Keywords

Asymmetric induction
Atropisomerism
Cycloadditions
Photochemistry

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10.1016/S0040-4039(99)01933-4

Cite this

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title = "Diastereoselective photocycloaddition of an axial chiral enamide",

abstract = "The axial chiral enamide 3 was prepared from 2-t-butylaniline in two steps (58% overall yield). Its photocycloaddition to benzaldehyde yielded the oxetane 4a as the major product (62% de), the structure of which was elucidated by single X-ray crystallography.",

keywords = "Asymmetric induction, Atropisomerism, Cycloadditions, Photochemistry",

author = "Thorsten Bach and J{\"u}rgen Schr{\"o}der and Klaus Harms",

note = "Funding Information: Acknowledgements. This work was supported by and by the Fondsd erC hemischeInn dustrie.",

year = "1999",

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doi = "10.1016/S0040-4039(99)01933-4",

language = "English",

volume = "40",

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T1 - Diastereoselective photocycloaddition of an axial chiral enamide

AU - Bach, Thorsten

AU - Schröder, Jürgen

AU - Harms, Klaus

N1 - Funding Information: Acknowledgements. This work was supported by and by the Fondsd erC hemischeInn dustrie.

PY - 1999/12/17

Y1 - 1999/12/17

N2 - The axial chiral enamide 3 was prepared from 2-t-butylaniline in two steps (58% overall yield). Its photocycloaddition to benzaldehyde yielded the oxetane 4a as the major product (62% de), the structure of which was elucidated by single X-ray crystallography.

AB - The axial chiral enamide 3 was prepared from 2-t-butylaniline in two steps (58% overall yield). Its photocycloaddition to benzaldehyde yielded the oxetane 4a as the major product (62% de), the structure of which was elucidated by single X-ray crystallography.

KW - Asymmetric induction

KW - Atropisomerism

KW - Cycloadditions

KW - Photochemistry

UR - http://www.scopus.com/inward/record.url?scp=0033579641&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(99)01933-4

DO - 10.1016/S0040-4039(99)01933-4

M3 - Article

AN - SCOPUS:0033579641

SN - 0040-4039

VL - 40

SP - 9003

EP - 9004

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 51

ER -

Diastereoselective photocycloaddition of an axial chiral enamide

Abstract

Keywords

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