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N-Thioacylation of β-Amino Alcohols by N-(Thioacyl)phthalimides: A Facile Synthesis of α-Amino Acid Thiazolines

✍ Scribed by Christopher T Brain; Allan Hallett; Soo Y Ko

Publisher: Elsevier Science
Year: 1998
Tongue: French
Weight: 481 KB
Volume: 39
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(97)10467-1

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✦ Synopsis

~arnino alcohols are selectivelyN-thioscylatedby N-(thioacyl)phthalimidesunder very mild conditions to provide N-(hydroxyethyl)thiosmidesin high yields. CycMehydration with Burgess reagent then provides a-amino acid thiazolines. This approach provides a convenientattereative to those baaed upon rfriort~on of a p~form@fN-(hydroxyethyMride.

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