Highly efficient trapping of the Nazarov intermediate with substituted arenes

Cindy C. Browder; Fredrik P. Marmsäter; F. G. West

doi:10.1021/ol010159w

Highly efficient trapping of the Nazarov intermediate with substituted arenes

Cindy C. Browder, Fredrik P. Marmsäter, F. G. West

Chemistry and Biochemistry

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

56 Scopus citations

Abstract

matrix presented 1,4-Dien-3-ones bearing pendant arylethyl side chains were readily prepared from substituted dihydrocinnamaldehydes. When treated with TiCl₄ at low temperature, these compounds underwent domino cyclization to give benzohydrindenones in near-quantitative yield and with complete diastereoselectivity.

Original language	English (US)
Pages (from-to)	3033-3035
Number of pages	3
Journal	Organic Letters
Volume	3
Issue number	19
DOIs	https://doi.org/10.1021/ol010159w
State	Published - Sep 20 2001

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol010159w

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title = "Highly efficient trapping of the Nazarov intermediate with substituted arenes",

abstract = "matrix presented 1,4-Dien-3-ones bearing pendant arylethyl side chains were readily prepared from substituted dihydrocinnamaldehydes. When treated with TiCl4 at low temperature, these compounds underwent domino cyclization to give benzohydrindenones in near-quantitative yield and with complete diastereoselectivity.",

author = "Browder, \{Cindy C.\} and Marms{\"a}ter, \{Fredrik P.\} and West, \{F. G.\}",

year = "2001",

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doi = "10.1021/ol010159w",

language = "English (US)",

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journal = "Organic Letters",

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T1 - Highly efficient trapping of the Nazarov intermediate with substituted arenes

AU - Browder, Cindy C.

AU - Marmsäter, Fredrik P.

AU - West, F. G.

PY - 2001/9/20

Y1 - 2001/9/20

N2 - matrix presented 1,4-Dien-3-ones bearing pendant arylethyl side chains were readily prepared from substituted dihydrocinnamaldehydes. When treated with TiCl4 at low temperature, these compounds underwent domino cyclization to give benzohydrindenones in near-quantitative yield and with complete diastereoselectivity.

AB - matrix presented 1,4-Dien-3-ones bearing pendant arylethyl side chains were readily prepared from substituted dihydrocinnamaldehydes. When treated with TiCl4 at low temperature, these compounds underwent domino cyclization to give benzohydrindenones in near-quantitative yield and with complete diastereoselectivity.

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U2 - 10.1021/ol010159w

DO - 10.1021/ol010159w

M3 - Article

C2 - 11554836

AN - SCOPUS:0035922380

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SP - 3033

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JO - Organic Letters

JF - Organic Letters

IS - 19

ER -

Highly efficient trapping of the Nazarov intermediate with substituted arenes

Abstract

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