ENANTIOMERICALLY PURE BETA-AMINO SULFIDES AND BETA-AMINO THIOLS FROM EPHEDRINE

被引:0
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作者
POELERT, MA
HOF, RP
PEPER, NCMW
KELLOGG, RM
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中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Ephedrine and pseudoephedrine are converted by means of a Mitsunobu reaction to respectively trans- and cis-aziridines, which can be ring-opened at the benzylic center with inversion of configuration by thiols and thiol acids. The trans-aziridine from ephedrine reacts also with H2S in acetone under which conditions the amino thiol is trapped as the thiazolane. The same aziridine also undergoes cycloaddition with CS2.
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页码:461 / 475
页数:15
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