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8.3.6.18.1 Variation 1: Reductive Phosphorylation of Dichloropropanes

DOI: 10.1055/sos-SD-008-01221

Venturello, P.; Barbero, M.Science of Synthesis, (200681432.

On sequential treatment with potassium diphenylphosphide and hydrogen peroxide, 1,1-dichloro-2-phenylcyclopropane (87) gives the substitution product 88, probably through an eliminationaddition sequence (Scheme 44).[‌57‌]

Meeeee 88 Meeeeeee ee e eee-Meeeeeeeeeeeeeeeeeee eeee Meeeeeeee Meeeeeeeeeeeeeeee[‌88‌]

Meeeeeeeeeee Meeeeeeee

(8-Meeeeeeeeeeeeeeeee-8,8-eeee)eee(eeeeeeeeeeeeeeeee) Meeeeee (88); Meeeeee Meeeeeeee:[‌88‌]

MMMe8 (8.888e, 8.8eeee) eee eeeee ee e eeeeeee eeee ee e-MeMM (8.888e, 8.8eeee) ee MMMM (88eM) eeeee M8. Meeee 88eee, 8,8-eeeeeeeeeeeeeee[8.8.8]eeeeeee (8.888e, 8.8eeee) eee eeeee. Meeee 8e, eee eeeeeee eee eeeeee eeee M8M eee eee eeeee eee eeeeeeeee eeee eeeeeeeee eeeee (ee 8888°M). Mee eeeeeeee eeeeeee eeeeee eeee eeeeee eeee M8M eee eeeee ee eeee e eeee ee MMMe8.

Me eeee eeee eee eeeee 8,8-eeeeeeee-8-eeeeeeeeeeeeeeeeee (88; 8.888e, 8.8eeee). Mee eeeeeee eee eeeeeee ee ee eee 8e eee eeee eeeeee eeee M8M, eee eee eeeee eee eeeeeeeee eeee eeeeeeeee eeeee (ee 8888°M). Mee eeeeeeee eeeeeee eeeeeeee eeee eeeeee eeee M8M, eeeee, eee eeeeeeeeeeee. Mee eeeeeee eee eeeeeeeee ee MM8Me8 (88eM) eee eeeeeee ee eeeeeeee eeeeeeeeeee eeeeeeee ee 88% ee M8M8 (88eM) ee eee eeeeeee eeee. Mee eeeeeee eee eeeeeee eee 88e eee eeee eee eeeeeee eeeee eee eeeeeeeee, eeeeee eeee M8M, eee eeeee. Mee eeeee eeeeeee eee eeeeeeee ee eeeee eeeeee eeeeeeeeeeeeee (eeeeee eee, Me8M/MM8Me8 8:8); eeeee: 8.888e (88%).

References


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