Selectivity of (trifluoromethyl) chlorocarbene

RA Moss, W Guo, DZ Denney, KN Houk…

Index: Moss, Robert A.; Guo, Wenjeng; Denney, Dorothy Z.; Houk, K. N.; Rondan, Nelson G. Journal of the American Chemical Society, 1981 , vol. 103, # 20 p. 6164 - 6169

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Citation Number: 21

Abstract

Abstract:(Trifluoromethy1) chlorocarbene (CF3CC1) was generated by photolysis of 3- (trifluoromethy1)-3-~ hlorodiazirine and added to eight alkenes affording the corresponding cyclopropanes. Additions to cis-and trans-butenes were stereospecific. No allylic CH insertion products were observed with any of the substrates. Substrates, reactivities (relative to Me2C= CH2= 1. OO), and stereoselectivities (syn-Cl/anti-C1) for the CF, CCl addition ...