Absolute stereochemistry of allylic alcohols, amines, and other ene moieties: A microscale cross metathesis/exciton chirality protocol

Journal of the American Chemical Society

Volumn 125, Issue 36, 2003, Pages 10802-10803

  Tanaka, Katsunori ^a   Nakanishi, Koji ^a   Berova, Nina ^a  

^a Och Spine at New York Presbyterian Hospitals   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL; ALLYL COMPOUND; AMINE; PROSTAGLANDIN A1; STYRENE DERIVATIVE; STYRENOID; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; CHIRALITY; DERIVATIZATION; RING CLOSING METATHESIS; STEREOCHEMISTRY;

ALCOHOLS; ALLYL COMPOUNDS; AMINES; CIRCULAR DICHROISM; PROSTAGLANDINS; PROSTAGLANDINS A; STEREOISOMERISM; STYRENES;

EID: 0042734912     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja036847n     Document Type: Article

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19. HaHb of 7.2 Hz. This difference is most likely due to electronegative effects of styrene and benzoate moieties attached to the vicinal carbons. Relative NOE Ha/Hc > Ha/ Hb also supports the preferred anti-periplanar conformation of 3b shown in Scheme 1.
20. 1 was subtracted to obtain a clearer couplet.