Synthesis of alkenes by the reaction of magnesium sulfone derivatives with arylsulfonylhydrazones of aldehydes

Synlett

Volumn , Issue 4, 2000, Pages 547-549

  Kurek Tyrlik, Alicia ^a   Marczak, Stanisław ^a   Michalak, Karol ^a   Wicha, Jerzy ^a  

^a POLISH ACADEMY OF SCIENCES   (Poland)

Author keywords

Alkenylation; Organomagnesium compounds; Sulfonyl magnesium derivatives; The Shapiro reaction; Tosylhydrazones

Indexed keywords

ALKENE DERIVATIVE; MAGNESIUM; SULFONE DERIVATIVE;

ARTICLE; CHEMICAL BOND; CHEMICAL STRUCTURE; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; SYNTHESIS;

EID: 0034082850     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

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17. Tosylhydrazones 1 and 4 were prepared by standard methods (see, Ref. 12) in over 90% yields, and were used in crude form. The intermediate C-22 aldehyde was prepared from i-stigmasteryl methyl ether by the method of Hutchins, R. F. N.; Thompson, M. J.; Svoboda, J. A. Steroids 1970, 15, 113-130. For a review on the steroid side chain construction, see : Piatak, D. M.; Wicha, J. Chem. Rev. 1978, 78, 199-241.
18. Tosylhydrazones 1 and 4 were prepared by standard methods (see, Ref. 12) in over 90% yields, and were used in crude form. The intermediate C-22 aldehyde was prepared from i-stigmasteryl methyl ether by the method of Hutchins, R. F. N.; Thompson, M. J.; Svoboda, J. A. Steroids 1970, 15, 113-130. For a review on the steroid side chain construction, see : Piatak, D. M.; Wicha, J. Chem. Rev. 1978, 78, 199-241.
19. 2O. Yields are given in Table 2.
20. 13C).