Studies of intramolecular cyclizations of N-acyliminium ions derived from acyclic ketones: Unanticipated stereochemical and structural results

Wenchun Chao; Jacob H. Waldman; Steven M. Weinreb

doi:10.1021/ol035046m

Studies of intramolecular cyclizations of N-acyliminium ions derived from acyclic ketones: Unanticipated stereochemical and structural results

Wenchun Chao, Jacob H. Waldman, Steven M. Weinreb

Chemistry

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

9 Scopus citations

Abstract

(Matrix presented) Intramolecular cyclizations of a series of (E)- and (Z)-olefinic acyclic ketone-derived N-acyliminium ions have been studied. It has been found that both the course of the reaction and the stereochemistry of the products are critically dependent upon the tether length and olefin geometry of the cyclization substrate.

Original language	English (US)
Pages (from-to)	2915-2918
Number of pages	4
Journal	Organic Letters
Volume	5
Issue number	16
DOIs	https://doi.org/10.1021/ol035046m
State	Published - Aug 7 2003

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol035046m

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abstract = "(Matrix presented) Intramolecular cyclizations of a series of (E)- and (Z)-olefinic acyclic ketone-derived N-acyliminium ions have been studied. It has been found that both the course of the reaction and the stereochemistry of the products are critically dependent upon the tether length and olefin geometry of the cyclization substrate.",

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T2 - Unanticipated stereochemical and structural results

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AU - Waldman, Jacob H.

AU - Weinreb, Steven M.

PY - 2003/8/7

Y1 - 2003/8/7

N2 - (Matrix presented) Intramolecular cyclizations of a series of (E)- and (Z)-olefinic acyclic ketone-derived N-acyliminium ions have been studied. It has been found that both the course of the reaction and the stereochemistry of the products are critically dependent upon the tether length and olefin geometry of the cyclization substrate.

AB - (Matrix presented) Intramolecular cyclizations of a series of (E)- and (Z)-olefinic acyclic ketone-derived N-acyliminium ions have been studied. It has been found that both the course of the reaction and the stereochemistry of the products are critically dependent upon the tether length and olefin geometry of the cyclization substrate.

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Studies of intramolecular cyclizations of N-acyliminium ions derived from acyclic ketones: Unanticipated stereochemical and structural results

Abstract

All Science Journal Classification (ASJC) codes

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