Title:
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Domino Synthesis of -Unsaturated -Lactams via Stereo- selective Amination of -Tertiary Allylic Alcohols
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Author:
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Xie, Jianing; Xue, Sijing; Escudero-Adán, Eduardo C.; Kleij, Arjan W.
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Abstract:
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Tertiary allylic alcohols equipped with a carboxyl group can be smoothly aminated under ambient conditions via a conceptually new and stereoselective protocol under Pd catalysis. The in situ formed (Z)-configured -amino acid cyclizes to afford an ,- unsaturated -lactam releasing water as the only by-product. This practical catalytic transformation highlights the use of a carboxyl group acting as a hydrogen donor, stereodirecting and functional group to provide a wide series of pharma-relevant building blocks. Various control reactions support the crucial role of a carboxyl group in the substrate to mediate these transformations. |
Publication date:
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2018-12-17 |
Subject(s):
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54 |
Rights:
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L'accés als continguts d'aquest document queda condicionat a l'acceptació de les condicions d'ús establertes per la següent llicència Creative Commons:http://creativecommons.org/licenses/by-nc-nd/4.0/ |
Pages:
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16727 p. |
Document type:
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Article Article - Accepted version |
DOI:
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10.1002/anie.201810160
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