Conformational energy and entropy differences of the t-butoxy group and implications in stereochemistry and stereoelectronics

Hanoch Senderowitz*, Sarah Abramson, Pinchas Aped, Leah Schleifer, Benzion Fuchs

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

The conformational energy and entropy differences of the t-butoxy group were determined using 1H- and 13C-NMR variable temperature techniques and ΔEconf was calculated by molecular mechanics (MM2). Strikingly small values were observed and discussed in conjunction with the alleviated anomeric effect in 2-t-butoxytetrahydropyran systems.

Original languageEnglish
Pages (from-to)6765-6768
Number of pages4
JournalTetrahedron Letters
Volume30
Issue number48
DOIs
StatePublished - 1989

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