Tetrahedron

… -and 4-cyano-2, 2, 5, 5-tetramethyl-1, 3-dioxolane oxides. X-ray structure of (4 RS, 5RS)-4, 5-bismethoxy-carbonyl-3-[(4RS)-2, 2, 5, 5-tetramethyl-1, 3-dioxolan-4-yl]-Δ …

RH Jones, GC Robinson, EJ Thomas

Index: Jones, Richard H.; Robinson, Gareth C.; Thomas, Eric J. Tetrahedron, 1984 , vol. 40, # 1 p. 177 - 184

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Citation Number: 25

Abstract

4-Cyano-2, 2-dimethl-and 4-cyano-2, 2, 5, 5-tetramethyl-1, 3-dioxolane oxìdes (1) and (2) were generated from the corresponding chloro-oximes, and trapped by addition to styrene, dimethyl maleate, dimethyl fumarate, and cyclopentene. The additions to styrene and dimethyl fumarate gave 1: 1 mixtures of diastereoisomeric adducts. However some stereoselectivity was detected in the additions to the cis-1, 2-disubstituted alkenes. The ...