Allyl transfer to aldehydes and ketones by Brønsted acid activation of allyl and crotyl 1,3,2-dioxazaborolidines

Organic Letters

Volumn 12, Issue 21, 2010, Pages 4892-4895

  Reilly, Maureen K ^a   Rychnovsky, Scott D ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACID; ALDEHYDE; ALLYL COMPOUND; HETEROCYCLIC COMPOUND; KETONE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY;

ACIDS; ALDEHYDES; ALLYL COMPOUNDS; AZA COMPOUNDS; KETONES; MODELS, MOLECULAR; MOLECULAR STRUCTURE;

EID: 78049511427     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol1020515     Document Type: Article

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41. Calculated reaction profiles using the B3LYP/6-311G(d,p) level (ref 17) with Δ G (298 K) and unscaled ZPE. The 1,3,2-oxazaborolidine TS from 25 is about 5.0 kcal/mol lower in energy than the 1,3,6,2-dioxazaborocane TS from 26.