Isocyclic Allylsilanes: An Efficient One-Pot Synthesis of Allylic Hydroxymethyl Methylenecycloalkane Building Blocks by a Controlled H-ene/Protodesilylation Sequence Using Two Different Lewis Acids

REFERENCES

• Kocienski , P. and Todd , M. 1983 . J. Chem. Soc. Perkin Trans. , I : 1783
   Google Scholar
• Armstrong , R. J. and Weiler , L. 1983 . Can. J. Chem. , 61 : 2530
   Web of Science ®Google Scholar
• Adams , D. R. and Bhatnagar , S. P. 1977 . Synthesis , : 661 and references cited therein
   Web of Science ®Google Scholar
• Volinsky , N. P. 1975 . Cycloolefins in Prins Reaction , Moscow : Nauka .
   Google Scholar
• Snider , B. B. 1989 . Selectivities in Lewis Acid Promoted Reaction , Edited by: Shinzer , D. 147 – 167 . Kluwer Academic Publishers . and references cited therein
   Google Scholar
• Bain , J. P. 1946 . J. Am. Chem. Soc. , 68 : 638
   Google Scholar
• Kapuscinski , J. 1966 . Roczniki Chem. , 40 : 331
   Google Scholar
• Ohlofi , G. , Famow , M. and Philipp , W. 1957 . Liebigs Ann. Chem. , 613 : 43
   Google Scholar
• Uchida , A. , Maeda , T. and Matsuda , S. 1973 . Bull. Chem. Soc. Jpn , 46 : 2512
   Google Scholar
• Zaidlewicz , M. 1991 . J. Organomet. Chem. , 409 : 103
   Google Scholar
• Hosomi , A. and Sakurai , H. 1976 . Tetrahedron Lett. , 17 : 1295
   Google Scholar
• Hosomi , A. and Sakurai , H. 1977 . J. Am. Chem. Soc. , 99 : 1673
   Web of Science ®Google Scholar
• Snider , B. B. and Rodini , D. J. 1980 . Tetrahedron Lett. , 21 : 1815
   Google Scholar
• Snider , B. B. , Rodini , D. J. , Kirk , T. C. and Cordova , R. 1982 . J. Am. Chem. Soc. , 104 : 555
   Web of Science ®Google Scholar
• Cartaya-Martin , C. P. , Jackson , A. C. and Snider , B. B. 1984 . J. Org. Chem. , 49 : 2443
   Google Scholar
• The separation and the characterization of the intermediate ene-type products was carried out for 5a and 6a (Scheme 1 and experimental section).
   Google Scholar
• Readily available in two steps: trapping of organo-copper generated enolates (LDA generated enolates for the synthesis of 1a and 3a) with diethyl-phosphorochloridate to give enol phosphates (Taylor, J. K. Synthesis 1985, 364) then N1(acac)2 catalysed cross- coup ling with trirnethylsilylmethylmagesium chloride (Danishefsky, S. J.; Mantlo, N. J. Am. Chem. Soc. 1988, 110: 8129)
   Google Scholar
• Willhalm , B. , Steiner , J. and Shinz , H. 1958 . Helv. Chim. Acta. , 41 : 1359
   Web of Science ®Google Scholar
• Oritani , T. , Tamashita , K. and Matsui , M. 1990 . Agric Biol. Chem. , 54 : 571
   Web of Science ®Google Scholar