Stereocontrolled Formation of Polysubstituted Tetrahydrofurans by Debenzylating Cycloetherification

DOI: 10.1016/S0040-4039(00)92514-0

Source and publish data:

Tetrahedron Letters p. 3607 - 3610 (1992)

Update date:2022-08-05

Topics:

Authors:

Dehmlow, Henrietta

Mulzer, Johann

Seilz, Carsten

Strecker, Achim R.

Kohlmann, Andreas

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Article abstract of DOI:10.1016/S0040-4039(00)92514-0

Benzyl ethers with S_N2 active sites in γ-position undergo spontaneous regio- and stereocontrolled tetrahydrofuran cyclization with concomitant debenzylation even under mildly acidic or neutral conditions. Keywords: tetrahydrofuran; neighboring group participation of benzyl ethers; Mitsunobu conditions; small rings; mesylates.

Full text of DOI:10.1016/S0040-4039(00)92514-0

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