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ChemicalBook CAS DataBase List (1R,5S)-bicyclo[3.1.0]hexan-2-one
58001-78-8

(1R,5S)-bicyclo[3.1.0]hexan-2-one synthesis

4synthesis methods
(1R,2R,5S)-bicyclo[3.1.0]hexan-2-ol

741676-78-8
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Yield:58001-78-8 95%

Reaction Conditions:

Stage #1: (1R,2R,5S)-bicyclo[3.1.0]hexan-2-olwith dipotassium hydrogenphosphate in tert-butyl methyl ether;water at 0;Large scale;
Stage #2: with sodium hypochlorite;2,2,6,6-Tetramethyl-1-piperidinyloxy free radical in tert-butyl methyl ether;water at 5; pH=10.4;Large scale;

References:

Alorati, Anthony D.;Bio, Matthew M.;Brands, Karel M. J.;Cleator, Ed;Davies, Antony J.;Wilson, Robert D.;Wise, Chris S. [Organic Process Research and Development,2007,vol. 11,# 3,p. 637 - 641]