Stereocontrolled chiral synthesis of a trans-anti-trans tricycle by a transannular Diels-Alder reaction

A Marinier, P Deslongchamps

Index: Chellat, Mathieu F.; Proust, Nicolas; Lauer, Matthew G.; Stambuli, James P. Organic Letters, 2011 , vol. 13, # 12 p. 3246 - 3249

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Citation Number: 10

Abstract

... OR, OR, OSiPh,t-Bu e OTH P f Br - B r Ph3P+ g phcH20fi +phTfloR - , P h CH 2 0 g H 3 l2 + l4 chrom- RO OTHP E a: Z b: E E E a: Z b: E ... 78OC to rt (e) DHP, PPTS, CH2C12, rt (82%) (f) (i) BrPh3P+CH2CH3, HMDSK, toluene, THF, 0°C (ii) 13, THF, 48 h, rt (81%) (g) (i) 14 ...