Highly regioselective diels-alder reactions toward oroidin alkaloids: Use of a tosylvinyl moiety as a nitrogen masking group with adjustable electronics

Organic Letters

Volumn 7, Issue 9, 2005, Pages 1679-1682

  Dransfield, Paul J ^a   Wang, Shaohui ^a   Dilley, Anja ^a,b   Romo, Daniel ^a  

^a TEXAS A AND M UNIVERSITY   (United States)

^b PFIZER INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID DERIVATIVE; NITROGEN; TOLUENE DERIVATIVE;

ARTICLE; CHEMICAL PROCEDURES; CHEMICAL REACTION; CHLORINATION; DIELS ALDER REACTION; ELECTRONICS; HYDROGENATION;

ALKALOIDS; AMINES; MOLECULAR STRUCTURE; PYRROLES; SPIRO COMPOUNDS; STEREOISOMERISM; TOSYL COMPOUNDS; VINYL COMPOUNDS;

EID: 18844385988     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0473602     Document Type: Article

References (39)

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23. See the Supporting Information for details.
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39. 1 protection (see the Supporting Information for details). This diene provided a 2.5:1 ratio of Diels-Alder regioisomers, with the major product being the desired regioisomer.