1958
DOI: 10.1021/ja01556a036
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Reactivity of 7-Substituted Camphenes. Structure of β-Isocamphor

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Cited by 21 publications
(4 citation statements)
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“…Reduction of 4 with l¡aih4.-Lanostanoid 4 (20 mg) was dissolved in dry Et20 (10 ml) and reduced with LiAlH4 (1 mg) at 45°according to the reported procedure (14) to give 6 (13 ( +•-20, 10), 422 (M+ -2H20, 58), 407 (57), 379(46), 253(35), 171(37), 157(53), 145(45), 119 (37), 109 (73), 107 (44), 95 (49), 81(57), 71 (51), 69 (62), and 55 (100); Anal caled, for C30H50O3: 458.3747. Found (ms): 458.3766.…”
Section: 06 Qmentioning
confidence: 99%
“…Reduction of 4 with l¡aih4.-Lanostanoid 4 (20 mg) was dissolved in dry Et20 (10 ml) and reduced with LiAlH4 (1 mg) at 45°according to the reported procedure (14) to give 6 (13 ( +•-20, 10), 422 (M+ -2H20, 58), 407 (57), 379(46), 253(35), 171(37), 157(53), 145(45), 119 (37), 109 (73), 107 (44), 95 (49), 81(57), 71 (51), 69 (62), and 55 (100); Anal caled, for C30H50O3: 458.3747. Found (ms): 458.3766.…”
Section: 06 Qmentioning
confidence: 99%
“…Our results could also be interpreted as involving equilibration between nonclassical cations 21 and 22 or between 21 and 23, where 21 could lead to 3, 5, and exo-6a, and 22 or 23 could lead to 4, 13 (not yet observed), or endo-6b. However, whenever two or more nonclassical cations have been formulated to explain stereochemical differences between reactions of epimers, there appear to be fairly large energy barriers between them, so that they do not equilibrate rapidly, compared with solvent coordination.…”
Section: Discussion Of Resultsmentioning
confidence: 58%
“…Results obtained in our investigation show that low molecular oxazoline ( 4 ) and polymeric chiral oxazolines ( 14) and ( 15) are effective for the asymmetric synthesis of methylalkanoic acids. The chiral polymers have the advantage over the low molecular model compounds in that they can be recovered quantitatively by simple filtration technique and could be reused for Ithe further asymmetric induction without causing decrease in enantiomeric excess.…”
Section: Resultsmentioning
confidence: 74%