Stereocontrolled synthesis of the aminocyclitol moiety of (+)-trehazolin via C-H insertion reaction of alkylidenecarbene

Tetrahedron Letters

Volumn 45, Issue 38, 2004, Pages 7133-7136

  Akiyama, Megumi ^a   Awamura, Toshiki ^a   Kimura, Kazuhito ^a   Hosomi, Yoshimi ^a   Kobayashi, Ayako ^a   Tsuji, Kazutaka ^a   Kuboki, Atsuhito ^a   Ohira, Susumu ^a  

^a OKAYAMA UNIVERSITY OF SCIENCE   (Japan)

Author keywords

Alkylidenecarbene; C H insertion; Trehazolin

Indexed keywords

AMINOCYCLITOL; CARBENE; CARBON; EPOXIDE; HYDROGEN;

ARTICLE; ENANTIOMER; EPOXIDATION; REACTION ANALYSIS; STEREOCHEMISTRY; STRUCTURE ANALYSIS; SYNTHESIS;

INSERTION SEQUENCES;

EID: 4444335328     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.07.087     Document Type: Article

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43. 3) δ 0.08 (s, 6H), 0.91 (s, 9H), 3.75 (d, 1H, J = 2.4 Hz) 3.81 (s, 3H), 3.94 (t, 1H, J = 2.6 Hz), 4.38-4.41 (m, 3H), 4.60 (d, 2H, J = 6.4 Hz), 5.87 (d, 1H, J = 2.1 Hz), 6.89 (d, 2H, J = 8.6 Hz), 7.30 (d, 2H, J = 8.6 Hz). Correlation was observed between signals of δ 3.94 and δ 4.60
44. 3) δ 55.29, 60.27, 70.95, 71.30, 86.25, 86.27, 87.26, 113.95, 117.26, 126.22, 129.45, 130.38, 134.90, 144.17, 159.34
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46. 3) δ 20.55, 20.65, 20.68, 20.95, 21.66, 23.15, 52.75, 59.48, 73.29, 76.42, 78.93, 86.61, 168.91, 168.94, 169.52, 169.74, 169.90, 170.39