Oxetane Intermediate during a Direct Aldol Reaction: Stereoselective [5 + 1] Annulation Affording Tetralines

An oxetane intermediate during a direct aldol reaction was trapped with an internal aryl group to yield trans-tetraline products. The contribution of the oxetane intermediate was confirmed by 18O-isotope labeling experiments.

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Bibliographic Details
Published inOrganic letters Vol. 22; no. 19; pp. 7613 - 7616
Main Authors Kuri, Takeshi, Mizukami, Yoshihiko, Shimogaki, Mio, Fujita, Morifumi
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 02.10.2020
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
BETA-LACTONES
KETONES
LACTONIZATION
ASYMMETRIC-SYNTHESIS
ONE-STEP SYNTHESIS
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Summary:An oxetane intermediate during a direct aldol reaction was trapped with an internal aryl group to yield trans-tetraline products. The contribution of the oxetane intermediate was confirmed by 18O-isotope labeling experiments.
Bibliography:ObjectType-Article-1
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ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.0c02816