Generation and intramolecular cationic cyclizations of N-tosylimines derived from enolizable aldehydes

Michael J. Melnick; Alan J. Freyer; Steven M. Weinreb

doi:10.1016/S0040-4039(00)80373-1

Generation and intramolecular cationic cyclizations of N-tosylimines derived from enolizable aldehydes

Michael J. Melnick
, Alan J. Freyer
, Steven M. Weinreb

Chemistry

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

70 Scopus citations

Abstract

Boron trifluoride etherate promotes both in situ formation of N-tosyliminium complexes from olefinic enolizable aldehydes and N-sulfinyl-p-toluenesulfonamide, and subsequent intramolecular electrophilic cyclization to afford homoallylic amines.

Original language	English (US)
Pages (from-to)	3891-3894
Number of pages	4
Journal	Tetrahedron Letters
Volume	29
Issue number	32
DOIs	https://doi.org/10.1016/S0040-4039(00)80373-1
State	Published - 1988

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(00)80373-1

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@article{5433cf56877f41308026d496d74929aa,

title = "Generation and intramolecular cationic cyclizations of N-tosylimines derived from enolizable aldehydes",

abstract = "Boron trifluoride etherate promotes both in situ formation of N-tosyliminium complexes from olefinic enolizable aldehydes and N-sulfinyl-p-toluenesulfonamide, and subsequent intramolecular electrophilic cyclization to afford homoallylic amines.",

author = "Melnick, \{Michael J.\} and Freyer, \{Alan J.\} and Weinreb, \{Steven M.\}",

year = "1988",

doi = "10.1016/S0040-4039(00)80373-1",

language = "English (US)",

volume = "29",

pages = "3891--3894",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd",

number = "32",

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TY - JOUR

T1 - Generation and intramolecular cationic cyclizations of N-tosylimines derived from enolizable aldehydes

AU - Melnick, Michael J.

AU - Freyer, Alan J.

AU - Weinreb, Steven M.

PY - 1988

Y1 - 1988

N2 - Boron trifluoride etherate promotes both in situ formation of N-tosyliminium complexes from olefinic enolizable aldehydes and N-sulfinyl-p-toluenesulfonamide, and subsequent intramolecular electrophilic cyclization to afford homoallylic amines.

AB - Boron trifluoride etherate promotes both in situ formation of N-tosyliminium complexes from olefinic enolizable aldehydes and N-sulfinyl-p-toluenesulfonamide, and subsequent intramolecular electrophilic cyclization to afford homoallylic amines.

UR - https://www.scopus.com/pages/publications/0001563384

UR - https://www.scopus.com/pages/publications/0001563384#tab=citedBy

U2 - 10.1016/S0040-4039(00)80373-1

DO - 10.1016/S0040-4039(00)80373-1

M3 - Article

AN - SCOPUS:0001563384

SN - 0040-4039

VL - 29

SP - 3891

EP - 3894

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 32

ER -

Generation and intramolecular cationic cyclizations of N-tosylimines derived from enolizable aldehydes

Abstract

All Science Journal Classification (ASJC) codes

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