A synthetic approach to bicyclo[6.2.1]undecane ring systems

Tetrahedron Letters

Volumn 44, Issue 13, 2003, Pages 2641-2643

  Constantino, Mauricio Gomes ^a   De Oliveira, Kleber Thiago ^a   Beatriz, Adilson ^a   Da Silva, Gil Valdo José ^a  

^a UNIVERSITY OF SÃO PAULO   (Brazil)

Author keywords

Beckmann rearrangement; Bicyclo 6.2.1 undecane ring; Lactam tosylation; 6+4 addition reaction

Indexed keywords

ALKANE DERIVATIVE; AMIDE; BICYCLO[6.2.1]UNDECANE; CYCLOHEPTATRIENONE; CYCLOPENTADIENE DERIVATIVE; KETONE DERIVATIVE; LACTAM; LITHIUM DERIVATIVE; N (7 HYDROXYMETHYL BICYCLO[6.2.1]UNDECA 3,5,9 TRIEN 2 YL) 4 METHYLBENZENESULFONAMIDE; UNCLASSIFIED DRUG;

ARTICLE; CYCLOADDITION; HYDROLYSIS; SYNTHESIS;

EID: 0037463743     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)00377-0     Document Type: Article

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26. +] (5.3%), 128 (6.2%), 107 (100%), 79 (8.4%), 77 (19.2), 66 (48.0%), 51 (19.8%) 39 (41.3%). Mp 71-72°C.
27. +-OH] (24%), 121 (93.4%), 104 (12%), 91 (14.8%), 78 (100%), 66 (14.1%), 39 (24.5%).
28. +] (7.5%), 93 (25.7%), 86 (46.5%), 84 (69.1%), 67 (25.3%), 51 (34.4%), 49 (100%), 35 (15.7%). Mp: 161-162°C.
29. +-Ts] (54.7%), 155 (21.3%), 120 (49.6%), 91 (100%), 66 (47.9%), 65 (92%), 39 (68.6%). Mp: 214-215°C.
30. -1. MS m/z (relative intensity): 279 (34.4%), 124 (18.9%), 106 (53%), 91 (100%), 80 (69.9%), 66 (36.1%), 43 (40.8%), 39 (32%).