Connective synthesis of polysubstituted tetrahydropyrans by a novel and stereocontrolled metallo-ene/Intramolecular Sakurai Cyclization sequence.
(2002) The Journal of Organic Chemistry — Vol. 67, n° 25, p. 8744-8752 (2002)
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- Abstract
- A novel methodology based upon the allylmetalation step followed by an Intramolecular Sakurai Cyclization (IMSC) provides an efficient access to a variety of tetrahydropyran derivatives. This new strategy nicely complements our initial protocol that embodied a tandem ene reaction/IMSC sequence. Both mono- and dihydroxy-tetrahydropyrans could be easily assembled with complete stereocontrol at the various chiral centers.
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Citations
Leroy, B., & Marko, I. (2002). Connective synthesis of polysubstituted tetrahydropyrans by a novel and stereocontrolled metallo-ene/Intramolecular Sakurai Cyclization sequence. The Journal of Organic Chemistry, 67(25), 8744-8752. https://doi.org/10.1021/jo025899c (Original work published 2002)