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cis- and trans-2-methoxycyclopropyllithium: novel reagents for the stereoselective syntheses of trans-βγ-unsaturated aldehydes

✍ Scribed by E.J. Corey; Peter Ulrich

Publisher
Elsevier Science
Year
1975
Tongue
French
Weight
251 KB
Volume
16
Category
Article
ISSN
0040-4039

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✦ Synopsis

In connection with other projects we have been seeking a general route to m-(or 3 j3, Yunsaturated aldehydes, in both free and protected form, via a three carbon chain extension which is equivalent to a hypothetical Wittig process from the unknown reagent R3P=CHCH2CH0. We report here the successful realization of this objective. Two new organolithium reagents, e-and trans-2-methoxy cyclopropyllithiuml c and 8) have been generated and shown to react with carbonyl compounds to give R R )c=O __ 2 R'

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