Abstract
Substituted and stereochemically dense carbacycles can be prepared by sequential dipolar cycloaddition and reductive cleavage from enals and hydroxylamines. The reaction sequence proceeds with high efficiency for a wide variety of enals and hydroxylamines. The reaction is regio- and diastereoselective for the initial formation of a bridged bisisoxazolidine intermediate, which then undergoes quantitative double N-O cleavage to produce carbacycles as single diastereomers.
Original language | English (US) |
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Pages (from-to) | 5491-5495 |
Number of pages | 5 |
Journal | Organic Letters |
Volume | 22 |
Issue number | 14 |
DOIs | |
State | Published - Jul 17 2020 |
All Science Journal Classification (ASJC) codes
- Biochemistry
- Physical and Theoretical Chemistry
- Organic Chemistry