The synthesis of a novel benzodiazocine via an intramolecular Staudinger/aza-Wittig cyclization
IA O'Neil, CL Murray, AJ Potter, SB Kalindjian
Index: O'Neil, Ian A.; Murray, Clare L.; Potter, Andrew J.; Kalindjian, S. Barret Tetrahedron Letters, 1997 , vol. 38, # 20 p. 3609 - 3610
Full Text: HTML
Citation Number: 29
Abstract
The novel pyrrolobenzodiazocine (1) has been prepared by an intramolecular Staudinger/aza Wittig protocol from the precursor azido aldehyde (2) in a remarkable 93% yield. Aldehyde (2) was prepared by coupling protected homoprolinol with 2-azidobenzoic acid followed by deprotection and oxidation.
Related Articles:
Homologation of α-amino acids to β-amino acids using Boc2O
[Vasanthakumar, Ganga-Ramu; Patil, Basanagoud S.; Suresh Babu, Vommina V. Journal of the Chemical Society. Perkin Transactions 1, 2002 , # 18 p. 2087 - 2089]
Studies towards the preparation of sparteine-like diamines for asymmetric synthesis†
[Harrison, Justin R.; O'Brien, Peter; Porter, David W.; Smith, Neil M. Journal of the Chemical Society - Perkin Transactions 1, 1999 , # 24 p. 3623 - 3631]
[Wallen, Erik A.A.; Christiaans, Johannes A.M.; Saario, Susanna M.; Forsberg, Markus M.; Venaelaeinen, Jarkko I.; Paso, Hanna M.; Maennistoe, Pekka T.; Gynther, Jukka Bioorganic and Medicinal Chemistry, 2002 , vol. 10, # 7 p. 2199 - 2206]
[Wallen, Erik A.A.; Christiaans, Johannes A.M.; Saario, Susanna M.; Forsberg, Markus M.; Venaelaeinen, Jarkko I.; Paso, Hanna M.; Maennistoe, Pekka T.; Gynther, Jukka Bioorganic and Medicinal Chemistry, 2002 , vol. 10, # 7 p. 2199 - 2206]
Studies towards the preparation of sparteine-like diamines for asymmetric synthesis†
[Harrison, Justin R.; O'Brien, Peter; Porter, David W.; Smith, Neil M. Journal of the Chemical Society - Perkin Transactions 1, 1999 , # 24 p. 3623 - 3631]