ISSN:
0009-2940
Keywords:
Allylboration, stereoselective
;
Erythronolide building blocks
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The chiral pentenylboronate 3 was the key reagent in the stereoselective construction of two erythronolide building blocks 6 and 7. Addition of 3 to achiral aldehydes furnished homoallylic alcohols 21 and 26 with 〉98% e.e. Addition of 3 to chiral aldehydes 8 or 11 generated homoallylic alcohols with 〉95% d.e. In the mismatched case of addition to the aldehyde 29 diastereoselectivity reached merely 80%.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19941271224