A highly stereoselective synthesis of ( E )-δ-boryl- anti -homoallylic alcohols is developed. In the presence of a Lewis acid, aldehyde allylation with α-boryl-( E )-crotylboronate gave δ-boryl- anti -homoallylic alcohols in good yields with excellent E -selectivity. The E -vinylboronate group in the products provides a useful handle for cross-coupling reactions as illustrated in the fragment synthesis of chaxamycins. 
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                            Asymmetric Syntheses of ( E )-δ-Hydroxymethyl- anti -homoallylic Alcohols via Highly Enantio- and Stereoselective Aldehyde Allylation with α-Borylmethyl-( E )-crotylboronate
                        
                    - Award ID(s):
- 2042353
- PAR ID:
- 10339427
- Date Published:
- Journal Name:
- Organic Letters
- Volume:
- 23
- Issue:
- 20
- ISSN:
- 1523-7060
- Page Range / eLocation ID:
- 7808 to 7813
- Format(s):
- Medium: X
- Sponsoring Org:
- National Science Foundation
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