Taylor & Francis
Synthetic Communications
,  volume 8 ,  issue 7 ,  pages 437-448

Acetyl Cation Facilitated Cyclizations of Olefinic Aldehydes. III.1Factors Determining Regiochemistry in Acroleins

Publication type: Journal Article
Publication date: 1978-01-01
Taylor & Francis
scimago Q3
wos Q3
SJR: 0.322
CiteScore: 4.3
Impact factor: 1.8
ISSN: 00397911, 15322432
Organic Chemistry
Abstract
Recent reports3,4 of the use of Ac2O-HClO4-EtOAc as a reagent for the cyclizations of olefinic carbonyl compounds in other laboratories contrast with our experience with the formation of six-membered rings by this procedure, and prompt us to report an unsuccessful approach to the cadalene sesquiterpenes which failed due to a preference for the 1,2- rather than 1,4-addition regiochemistry. Further results for non-conjugated aldehydes (ref. 3 and present study) provide a mechanistic rationale for the regiospecificities observed.
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GOST Copy
Andersen N. H., Ladner D. W., Moore A. L. Acetyl Cation Facilitated Cyclizations of Olefinic Aldehydes. III.1Factors Determining Regiochemistry in Acroleins // Synthetic Communications. 1978. Vol. 8. No. 7. pp. 437-448.
GOST all authors (up to 50) Copy
Andersen N. H., Ladner D. W., Moore A. L. Acetyl Cation Facilitated Cyclizations of Olefinic Aldehydes. III.1Factors Determining Regiochemistry in Acroleins // Synthetic Communications. 1978. Vol. 8. No. 7. pp. 437-448.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1080/00397917808063571
UR - https://doi.org/10.1080/00397917808063571
TI - Acetyl Cation Facilitated Cyclizations of Olefinic Aldehydes. III.1Factors Determining Regiochemistry in Acroleins
T2 - Synthetic Communications
AU - Andersen, Niels H.
AU - Ladner, David W
AU - Moore, Ana L.
PY - 1978
DA - 1978/01/01
PB - Taylor & Francis
SP - 437-448
IS - 7
VL - 8
SN - 0039-7911
SN - 1532-2432
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{1978_Andersen,
author = {Niels H. Andersen and David W Ladner and Ana L. Moore},
title = {Acetyl Cation Facilitated Cyclizations of Olefinic Aldehydes. III.1Factors Determining Regiochemistry in Acroleins},
journal = {Synthetic Communications},
year = {1978},
volume = {8},
publisher = {Taylor & Francis},
month = {jan},
url = {https://doi.org/10.1080/00397917808063571},
number = {7},
pages = {437--448},
doi = {10.1080/00397917808063571}
}
MLA
Cite this
MLA Copy
Andersen, Niels H., et al. “Acetyl Cation Facilitated Cyclizations of Olefinic Aldehydes. III.1Factors Determining Regiochemistry in Acroleins.” Synthetic Communications, vol. 8, no. 7, Jan. 1978, pp. 437-448. https://doi.org/10.1080/00397917808063571.