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Stereoselective Synthesis of Alcohols, XLIX. Tetrahydro-4-pyranols and 4-Piperidinols by Intramolecular Allylboration Reaction

✍ Scribed by Hoffmann, Reinhard W. ;Hense, Achim

Book ID: 102905121
Publisher: John Wiley and Sons
Year: 2006
Tongue: English
Weight: 695 KB
Volume: 1996
Category: Article
ISSN: 0947-3440
DOI: 10.1002/jlac.199619960807

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✦ Synopsis

Abstract

trans‐ and cis‐3‐Vinyltetrahydropyran‐4‐ol (11) and (12) as well as derivatives of trans‐ and cis‐3‐vinyl‐4‐piperidinol (25) and (33) were synthesized by essentially stereospecific intramolecular allylboration reactions: The (Z)‐allylboronates 15 and 32 were converted into the cis‐disubstituted heterocycles the (E)‐allylboronates 9 and 23 into the trans‐disubstituted heterocycles.

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