Practical preparation of N-(1-alkynyl)sulfonamides and their remote diastereoselective addition to aldehydes via titanation

Organic Letters

Volumn 6, Issue 5, 2004, Pages 727-729

  Hirano, Shuji ^a   Tanaka, Ryoichi ^a   Urabe, Hirokazu ^a   Sato, Fumie ^a  

^a TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLENE; ALDEHYDE DERIVATIVE; ALKYNE DERIVATIVE; SULFONAMIDE; TITANIUM;

ADDITION REACTION; ARTICLE; CATALYSIS; CHEMICAL ANALYSIS; CHEMICAL MODIFICATION; CHEMICAL REACTION; COMPLEX FORMATION; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 1642391545     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol036396b     Document Type: Article

References (28)

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22. However, this paper described that the sulfonamides and sultams are sluggish substrates toward the alkynylation. Furthermore, after the completion of the preparation of this manuscript, alkynylation of a couple of sulfonamides in the presence of a stoichiometric amount of a copper salt was reported: (c) Dunetz, J. R.; Danheiser, R. L. Org. Lett. 2003, 5, 4011-4014.
23. For review, see: Liu, Z.; Takeuchi, Y. Heterocycles 2002, 56, 693-709. Optically active benzosultams are readily prepared according to this literature.
24. For details, see the Supporting Information.
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