Highly enantio- and diastereoselective construction of 1,2-disubstituted cyclopentane compounds by dirhodium(II) tetrakis[N-phthaloyl-(S)-tert-leucinate] -catalyzed C-H insertion reactions of α-diazo esters

Advanced Synthesis and Catalysis

Volumn 347, Issue 11-13, 2005, Pages 1483-1487

  Minami, Kazushi ^a   Saito, Hiroaki ^a   Tsutsui, Hideyuki ^a   Nambu, Hisanori ^a   Anada, Masahiro ^a   Hashimoto, Shunichi ^a  

^a HOKKAIDO UNIVERSITY   (Japan)

Author keywords

diazo esters; Asymmetric catalysis; C C bond formation; C H insertion; Chiral dirhodium(II) carboxylates; Cyclization

Indexed keywords

EID: 27544502534     PISSN: 16154150     EISSN: None     Source Type: Journal    
DOI: 10.1002/adsc.200505201     Document Type: Article

References (63)

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60. 4 (1c) (toluene, 23°C, 3 h) provided exclusively (Z) alkene 7a in 80% yield.
61. 4 (2) are as follows: toluene, -78°C, 8 h, 73% yield, 5a:6a:7a = 61 (71% ee):25 (64% ee):14; hexanes, -60°C, 5 h, 73% yield, 5a:6a:7a = 35 (67% ee):31 (92% ee):34.
62. R = 28.5 min for minor enantiomer. The absolute stereo-chemistry was not determined.
63. [17]