Intramolecular 1,3-dipolar additions in 4-O-allyl pyranoside 6-nitrones: An approach to chiral pyrano-pyrans and pyrano-oxepans

DOI: 10.1016/S0040-4039(00)88914-5

Source and publish data:

Tetrahedron Letters p. 2055 - 2058 (1990)

Update date:2022-08-03

Topics:

Authors:

Collins Collins

Ashwood Ashwood

Eder Eder

Wright Wright

Kennedy Kennedy

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Article abstract of DOI:10.1016/S0040-4039(00)88914-5

Treatment of the easily prepared 6-aldehydo-glucopyranoside allyl ether (5) with N-benzylhydroxylarnine gave nitrone (6), which underwent a 1,3-dipolar addition to the 4-O-allyl group giving after deprotection and hydrogenolysis the chiral pyrano-pyran (1

Full text of DOI:10.1016/S0040-4039(00)88914-5

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