We developed a novel and convenient stereoselective path for the preparation of pyrrolo-1,5-benzoxazepinones (PBOs). This innovative route envisaged the employment of (-)-menthol as convenient chiral auxiliary and a key SNAr for the stereoselective preparation of a tertiary aryl-alkyl ether. As a further advancement, we exploited this newly conceived synthetic route for the preparation of 2-substituted PBO analogues to either undergo biological evaluation themselves or give access to a variety of further functionalization options. © 2013 Elsevier Ltd. All rights reserved.
Brindisi, M., Gemma, S., Alfano, G., Kshirsagar, G., Novellino, E., Campiani, G., et al. (2013). A stereoselective route to 6-substituted pyrrolo-1,5-benzoxazepinones and their analogues. TETRAHEDRON LETTERS, 54(39), 5387-5390 [10.1016/j.tetlet.2013.07.115].
A stereoselective route to 6-substituted pyrrolo-1,5-benzoxazepinones and their analogues
Gemma, Sandra;Alfano, Gloria;Kshirsagar, Giridhar;Campiani, Giuseppe;Butini, Stefania
2013-01-01
Abstract
We developed a novel and convenient stereoselective path for the preparation of pyrrolo-1,5-benzoxazepinones (PBOs). This innovative route envisaged the employment of (-)-menthol as convenient chiral auxiliary and a key SNAr for the stereoselective preparation of a tertiary aryl-alkyl ether. As a further advancement, we exploited this newly conceived synthetic route for the preparation of 2-substituted PBO analogues to either undergo biological evaluation themselves or give access to a variety of further functionalization options. © 2013 Elsevier Ltd. All rights reserved.
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https://hdl.handle.net/11365/45096
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