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A New Stereoselective Synthesis of Grandisol

✍ Scribed by Langer, Klaus ;Mattay, Jochen ;Heidbreder, Andreas ;Möller, Manfred

Publisher: John Wiley and Sons
Year: 1992
Tongue: English
Weight: 370 KB
Volume: 1992
Category: Article
ISSN: 0947-3440
DOI: 10.1002/jlac.199219920144

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✦ Synopsis

Abstract

Grandisol (10) is stereoselectively synthesized in 9 steps, starting from commercially available 3‐methyl‐3‐buten‐1‐ol (1). The key step of the synthesis is the Cu(I)‐catalyzed [2 + 2]‐photocycloaddition of 3 to 4a or 4b. Moreover, solvent effects on the endo/exo product ratio of the [2 + 2]‐photocycloaddition are investigated.

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