Abstract
Intramolecular oxa-conjugate cyclization of α,β-unsaturated thioesters under Brønsted acid catalysis, inspired by biosynthesis of polyketide natural products, provides a variety of 2,6-cis-substituted tetrahydropyran derivatives with excellent diastereoselectivities. An added bonus of this methodology is that the product tetrahydropyrans could be readily elaborated to various derivatives by exploiting the unique reactivity of the thioester group.
Original language | English |
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Pages (from-to) | 1820-1823 |
Number of pages | 4 |
Journal | Organic letters |
Volume | 13 |
Issue number | 7 |
DOIs | |
Publication status | Published - 2011 Apr 1 |
ASJC Scopus subject areas
- Biochemistry
- Physical and Theoretical Chemistry
- Organic Chemistry