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Stereoselective Synthesis of 4 H ‐5,6‐Dihydro‐1,3‐thiazines by the Reaction of 3‐ N ‐Acylamino Alcohols with Lawesson’s Reagent
Author(s) -
Nishio Takehiko,
Konno Yukako,
Ori Mayuko,
Sakamoto Masami
Publication year - 2001
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/1099-0690(200109)2001:18<3553::aid-ejoc3553>3.0.co;2-u
Subject(s) - chemistry , reagent , stereoselectivity , thiazine , organic chemistry , medicinal chemistry , catalysis
The 4 H ‐5,6‐Dihydro‐1,3‐thiazine derivatives 13−15 were obtained exclusively and stereoselectively in fair yields by treating the 3‐ N ‐acylamino alcohols 5−8 with an equimolar amount of Lawesson’s reagent (LR), while the corresponding thiols 9−12 were afforded stereoselectively when only 0.5 equiv. of LR was used in this reaction.