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

Hoffmann Reinhard W. | Zendy; Hense Achim | Zendy

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

Author(s) -

Hoffmann Reinhard W.,

Hense Achim

Publication year - 1996

Publication title -

liebigs annalen

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 0947-3440

DOI - 10.1002/jlac.199619960807

Subject(s) - intramolecular force , chemistry , stereospecificity , stereoselectivity , medicinal chemistry , stereochemistry , organic chemistry , catalysis

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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